Bobby Franks' Home

Robert Franks, the 14-year old victim in the “Crime of the Century,” lived here at 5052 S. Ellis at the time of his kidnapping and murder on May 21, 1924.

Franks’ father, Jacob M. Franks, was a retired industrialist, formerly president of the Rockford Watch Company, with its factory in Rockford, 90 miles northwest of Chicago, and had at one time served as president of the Chicago Public Library. Married in 1906, his wife Flora gave birth to a daughter, Josephine, late that year, followed by Robert, known as “Bobby”, in 1909, and Jacob, Jr., known as “Jack”, in 1913.

(Pictured: Jacob M. Franks, father of Bobby Franks)

In those days, as today, the South Kenwood neighborhood was a neighborhood of elites, “the Lake Forest of the South Side”, where large and stately mansions lined the avenues that led south to John D. Rockefeller’s University of Chicago. Kenwood was particularly a magnet for wealthy Chicago Jews; The Franks family was of Jewish extract, although Mrs. Franks had lately taken an interest in Christian Science. North of 47th street were to be found the more modest homes of the servants who worked in South Kenwood, and in the 1960s and 1970s, North Kenwood would deteriorate into one of the city’s poorest and most blighted districts, while South Kenwood largely retained its stature as a home for the gentility, in part due to the vigorous policing and political efforts of the University.

But in May, 1924, Jacob Franks, his wife, Flora, and their three children, lived in peace at their large home, which towered over the corner of Ellis and 51st Street, also known as Hyde Park Blvd. The trouble started on Wednesday, May 21, 1924. Bobby Franks, then 14, was a small, thin boy, but active in sports, and on that afternoon, he had volunteered to serve as an umpire at a baseball game among his schoolmates at the all-boys Harvard School, located on Ellis, north of 48th street.

(pictured: The Franks Home at 5052 S. Ellis, at it appeared in 1924)

Around 5:15 p.m., Bobby Franks left the baseball game and began walking the three blocks south to his home. About the time he reached 49th street, he was hailed by a friend, Richard Loeb, who was sitting in a car with Nathan Leopold. Loeb, a frequent tennis partner for Bobby Franks, called out to him, asking him to get in the car so they could talk about a certain racquet Loeb was interested in.

It was the wrong place, and the wrong time, for Bobby Franks. Leopold and Loeb, who had been planning to kidnap and murder a neighborhood boy since the previous year, hadn’t settled on a particular victim until Bobby Franks walked by their car that afternoon. Within minutes, Franks was dead, suffocated and traumatized by sharp blows to the head.

(Pictured: Bobby Franks at age 14)

When he didn’t arrive home for dinner, Jacob and Flora Franks became worried. They had scolded Bobby before for coming home after 5:00 p.m. At 9:00, Mr. Franks called a close friend, former state senator and Chicago corporate counsel Samuel Ettelson, and the two walked back to the Harvard School, and finding a window open, searched the classrooms thoroughly for the boy.

While they were gone, Mrs. Franks fretted at home. Around 10:30 p.m., the telephone rang, and she picked it up.

“This is Mr. Johnson. Of course you know by this time that your boy has been kidnapped. We have him and you need not worry; he is safe. But don’t try to trace this call or to find me. We must have money. We will let you know tomorrow what we want. We are kidnappers and we mean business. If you refuse us what we want or try to report us to the police we will kill the boy. Good-by.”

Mrs. Franks dropped the telephone and fainted, and lay unrevived until her husband returned home. “Mr. Johnson”, of course, was Leopold, and Franks had been dead for hours by the time he called, his body thrown into a ditch in a remote area off Burley Ave., north of 122nd Street, between Lake Calumet and Wolf Lake.

Believing now that their boy had been kidnapped, but was still alive, the Franks, along with family friend Ettleson, discussed their options until late in the evening. At 2:00 a.m., Mr. Franks and Ettleson decided to approach the police for help. Ettleson was close friends with Chief of Detectives Michael Hughes, and expected to find him when the two men arrived at the Detective Bureau. But Hughes was out that evening, and in his place they found Acting Lieutenant Robert Welling. Franks told Liet. Welling about the situation, but swore him to secrecy until the morning, afraid that a police report would lead to publicity, which would cause the kidnappers to harm Bobby. Ettleson also got in touch with the telephone company, and asked them to trace all future calls placed to the Franks’ home.

At 9:00 a.m. on Thursday, a worker for the American Maize Company was walking near the Pennsylvania railroad tracks and spotted the body of Bobby Franks half sunk into a culvert. With his fellow employees, they dragged the body onto dry land, and called for police from the East Side station. Since Welling had filed no police report, the East Side officers had no inkling that a boy from Kenwood matching the physical stature of their victim had been kidnapped. Instead, they assumed the boy they found was likely an accidental drowning. They searched the area around the scene, finding a single sock and a pair of horn-rimmed glasses they assumed belonged to the boy, and had all transported to the morgue.

Back in Kenwood at around the same time, a special delivery letter from “Mr. Johnson” arrived at 5052 S. Ellis, hand-addressed to Mr. Jacob Franks. Highly unusual among ransom notes for its lucidity and clear prose, it was obviously the work of a lettered mind:

Dear Sir:

As you no doubt know by this time, your son has been kidnapped. Allow us to assure you that he is at present well and safe. You need fear no physical harm for him provided you live up carefully to the following instructions and such others as you will receive by future communications. Should you, however, disobey any of our instructions, even slightly, his death will be the penalty.

1. For obvious reasons, make absolutely no attempt to communicate with either the police authorities or any private agency. Should you already have communicated with the police, allow them to continue their investigations, but do not mention this letter.

2. Secure before noon today ten thousand dollars ($10,000). This money must be composed entirely of OLD BILLS of the following denominations:$2,000 in twenty dollar bills.$8,000 in fifty dollar bills.The money must be old. Any attempt to include new or marked bills will render the entire venture futile.

3. The money should be placed in a large cigar box, or if this is impossible in a heavy cardboard box, SECURELY closed and wrapped in white paper. The wrapping paper should be sealed at all openings with sealing wax.

4. Have the money with you prepared as directed above and remain at home after 1 o’clock p.m. See that the telephone is not in use.

You will receive a future communication instructing you as to your future course.

As a final word of warnings – this is a strictly commercial proposition, and we are prepared to put our threat into execution should we have reasonable grounds to believe that you have committed an infraction of the above instructions. However, should you carefully follow out our instructions to the letter, we can assure you that your son will be safely returned to you within six hours of our receipt of the money.

Yours truly,

George Johnson

(Pictured: Hand-lettered envelope in which ransom note arrived)

Believing he had only to follow the directions in the letter to recover his boy, Jacob Franks set out for the bank immediately. The writer of the letter certainly seemed like a rational man. Franks insisted there be no mistakes in following the orders he had been given, no opportunities for the kidnappers to harm Bobby. When Ettleson told him he had received word that telephone operators were gossiping about the tracing hold on his phone, Franks called off the tracing. No publicity was to get in the way of the ransom payment.

At 1:00, Jacob Franks sat by the telephone, waiting for the next call. Time dragged until 3:15, when the phone finally rang, and “Mr. Johnson” indicated that a Yellow cab would soon arrive at the Franks home, and Mr. Franks was to enter the cab, with the money, and order the driver to take him to the drug store at the corner of 63rd St. and University Ave. There he would receive another call.

Leopold’s plan was to call Franks at the drug store, and tell him to immediately board a south-bound train from the nearby South Shore line. On the train was a note indicating the money should be thrown from the train at a certain point where Leopold and Loeb would be waiting to collect it. It was a cinematic, but practically perfect, plan.

When the cab arrived at his home a few minutes later, Mr. Franks rushed out with the money. Entering the car, he asked the driver to take him, as quickly as possible, to the drug store at the corner of 63rd St. and – where? Was it Kimbark Ave.? Woodlawn Ave., maybe? He couldn’t remember. Panicked, Mr. Franks ran back inside his home to find the pad where he had written the kidnappers’ instructions. Just then, the telephone rang. It was his brother-in-law, Edwin Gresham. News about the dead boy found in the culvert on the far south side had made its way back to Lieut. Welling, who immediately saw the implication, and Gresham had been asked to go to the morgue to check whether it was Bobby. It was, of course, and just then he called the Franks residence with the terrible news. The cab driver was sent away. At the drug store, Leopold called twice, asking whether Jacob Franks had arrived, before realizing the scheme wasn’t going to work.

The police, now investigating a murder, immediately turned their attention to the teachers at the Harvard School. Then, as now, male teachers were seen with some suspicion, and the writer of the ransom note was clearly well-educated. The police questioned students at the school. “Instructor Mitchell, the English teacher, is he…friendly with you? Does he ever put his arm around you? Do you ever feel odd around him?”

The police brought in for questioning three teachers at the school, and their names were printed in the paper, ruining their reputations. Reporters at the stationhouse yelled pointed questions, pointedly asking each if they had girlfriends or wives. Walter Wilson, math teacher at the school, was grilled especially closely. The previous year, he had taken Bobby and his brother Jack with him for a trip to Riverview Park in Dolton, and owing to a missed train, hadn’t gotten them back home until 1:00 a.m. Asked whether he had a sweetheart, he replied “No, I don’t know any young ladies around Chicago”. The Tribune reported ominously, “He was attired in a bathrobe and appeared nervous.”

The police continued to focus their attention on Bobby’s teachers until the big break in the case. When shown the horn-rimmed glasses, found near the body and assumed to be Bobby’s, Jacob Franks indicated that his son had perfect vision and never wore glasses. Through a tedious process, detectives learned that the hinges on this particular pair of Almer Coe & Co. spectacles, were quite unusual, and only three such pairs had been sold in Chicago. Coincidentally, one of those pairs belonged to Nathan Leopold, who lived in North Kenwood, just around the block from the Franks home.

Under intense interrogation, Leopold stood up well, but Loeb finally cracked when the pair’s alibi was contradicted by a reliable witness. Once Loeb admitted the crime, Leopold did too, knowing that the key to avoiding the noose was to paint Loeb as the brains of the operation. Both pled guilty to the murder of Bobby Franks, and with the help of superstar attorney Clarence Darrow, both narrowly escaped the death penalty in favor of life sentences.

Shortly after the verdict, Jacob Franks moved his family out of the home at 5052 S. Ellis Ave. Besides a desire to leave the place where they were constantly reminded of their lost son, ghoulish tourists took photographs and knocked on the door at all times. The home was sold and the family moved into a large suite at the luxurious Drake Hotel on N. Michigan Ave.

(Pictured: Franks home auction notice from September, 1924)

Jacob Franks died in 1928, and Flora remarried Albert Louer, a Chicago attorney, in 1933, remaining at the Drake Hotel until her death in 1937. At the time of his death in 1928, Jacob Franks’ estate was worth $6 million, and in his will he bequeathed $1,000 annuities to 15 nieces and nephews, plus a large sum to his wife, with the remainder going to his children. The Great Depression took a toll on the estate’s investments, however, and in 1938, when Jack Franks died suddenly, only $1 million was left in the estate. After paying off the promised annuities, the remainder, divided between Jack’s estate and his sister Josephine, was practically nothing. Jack Franks’ will bequeathed his share to a charitable foundation in his name, but Josephine, now married with the surname of Glaser, sued to have the money transferred to her, and won the suit.

The home at 5052 S. Ellis Ave. was bought from the Franks for $60,000 by Joseph Trinz, a theater magnate and principal at Lubliner & Trinz, which operated 27 Chicago area houses (including the famous Biograph Theater). Upon his death in 1926, just two years after purchasing the home, it was again sold to Harry Manaster, president of the meat-packing firm Manaster & Bros. The Manaster family moved in 1936, and the home was renovated for use as a school.

Through the 1940s and early 1950s, the Ffoulkes School for Boys and Girls held classes between Kindergarten and High School. By 1959, the old building had become the DeLena Day School, which began as a nursery and grew to offer classes through 8th grade. The DeLena School remained open until December, 1991. Since then, the building has remained empty. The 7,000-square foot mansion was sold by the De Lena School at auction in 2008 for $484,000, a strikingly low price for the neighborhood, but indicative of its decay. The building is currently in a serious state of disrepair, with overgrown landscaping and crumbling steps.

Tony D'Andrea Assassinated

Tony D’Andrea got his start in the dark corners and alleys of the Levee. Through hard work, muscle, and not a little violence, he rose to become Chicago’s leading Italian politician. He met his end in the bloodiest political feud in the city’s history, shot to death on the front steps of his home here at 902 S. Ashland Ave.

Born in Sicily in 1872, D’Andrea showed an early gift for languages, and graduated at the University of Palermo before making his way to the United States in 1896. He disembarked at Buffalo, New York, then found his way down to Baltimore, where he entered St. Mary’s Academy, a seminary where he trained for the priesthood. After three years at St. Mary’s, and with additional training at St. Bonaventura’s Academy in Allegheny, Pennsylvania, D’Andrea was appointed to a pastorship at St. Anthony’s Italian Catholic Church on the far south side of Chicago in June, 1899.

The clerical collar fit poorly. Six weeks after his appointment, D’Andrea fell in love with a woman, Lena Wagner, who he met in the barbershop of a friend on W. Grand Ave. The two eloped to Milwaukee and married there. D’Andrea was subsequently excommunicated from the church, and maintained a distant relationship to Roman Catholicism throughout the rest of his life. At his death, he was refused a church funeral.

(Pictured: Antonio D'Andrea, dressed in clerical uniform in 1899)

After leaving the priesthood, D’Andrea became a private language tutor, and also held part ownership in a macaroni factory in a warehouse district on the South side. To be close to the factory, he settled with his new wife in an apartment at 2125 S. Archer Ave., in what is today Chinatown. At the time, Mayor Carter Harrison was leading a political attack on the old Custom House Place red light district, and so this formerly-quiet neighborhood where the D’Andreas lived was quickly growing into the city’s premier red light district, soon to be known throughout the world as “the Levee”.

Around the same time, another couple, future mob-founder Jim Colosimo and his young wife Victoria Moresco, opened the New Brighton brothel just a block north on Archer Ave., and the Everleigh Sisters opened their famed house of ill-repute a block north of that. Criminal enterprise surrounded the D’Andreas, and the underworld opportunities were endless.

While vice was the preferred get-rich-quick scheme for those around him, D’Andrea’s religious leanings may have disinclined him from such pursuits. Instead, he took up counterfeiting.

Around 1900, D’Andrea traveled to New York, and there purchased a large quantity of phony dimes. It’s a testament to subsequent inflation that counterfeiting such small currency could have been profitable, but at the time, a dime could buy two “tubs” of beer at Michael Kenna’s Workingmen’s Exchange saloon.

The Secret Service, today best known for their work protecting the President, was originally established as an agency of the Treasury Department, tasked with investigating counterfeiters. In 1902, Capt. Thomas I. Porter of the Secret Service literally “followed the money” directly to a macaroni factory on the south side of Chicago, where he went undercover as a state tax agent to gain D’Andrea’s confidence. After he had collected sufficient evidence to prosecute, a squad of Secret Service agents and Chicago police arrived at the D’Andrea home on Archer with arrest warrants. While Mr. D’Andrea was being taken into custody, Mrs. D’Andrea, looking a little fuller-figured than usual, attempted to leave the house through the back exit. Captain Porter commanded an officer to stop her, at which point a bag full of counterfeit specie fell out from under her dress and scattered across the floor. The jig was up.

D’Andrea had little choice but to plead guilty, and federal prosecutors offered a deal by which he could avoid jail in return for turning state’s witness against the men who sold him the counterfeits. D’Andrea was taken to New York state to testify at their trial, but upon arrival, he refused to testify. Likely word had gotten to him that his life was in danger if he opened his mouth on the stand. Without D’Andrea’s testimony, that case failed, and the deal to save him from prison was off. In April, 1903, Antonio D’Andrea entered Joliet prison (the federal government at the time frequently placed criminals in state facilities), where he served 13 months.

It is an indication that D’Andrea already had powerful friends in the Chicago Italian community that, at the end of his prison sentence, he received a “civil pardon” from President Theodore Roosevelt, which restored his civil rights, though it did not clear his record or spare him from serving any of his time.

There is some evidence that, after release, D’Andrea continued activity in the counterfeit money racket for some time, but he certainly continued building his language tutor and macaroni-production businesses, both of which were successful. He was also able to help his Sicilian family come to Chicago, and several of his brothers and nephews also became successful. His brother Joseph D’Andrea became involved in organized labor, and rose to become president of Sewer and Tunnel Miners’ Union Local #4. In those days, as today, there were severe battles between unions, frequently organized along ethnic lines, for major work contracts. Joseph D’Andrea was involved in just such a struggle over the West Side site where Union Station was then under construction, and he was shot and killed there under mysterious circumstances in the fall of 1914.

He may have been the victim of some agent of a rival union, or his death may have been from a disgruntled member of his own union. Joseph D’Andrea had organized a system by which laborers had to pay $5 in dues to the union every time they took a new job; given the level of turnover in the construction industry, this was a frequent occurrence, and a source of some bitterness among the rank-and-file. In any case, upon his death, his brother, now going by the Americanized name “Anthony” to distinguish himself from his former life as “Antonio”, took over the presidency of the largely Italian union, a position he used to propel himself into politics. Through his work with the union, he also became close friends with “Diamond Joe” Esposito, who was working as a business agent for the sewer and tunnel miners, and who would one day also become an important political and underworld figure in Chicago.

By this time, Tony D’Andrea and his wife had moved from the Levee district into the Little Italy neighborhood, located in the 19th ward, taking up residence at 745 S. Halsted St. In 1914, he first dipped his toe into Chicago politics, running for county commissioner as a Democrat. Though he lost the race, his was clearly a political star on the rise. The following year, he was appointed the ward leader for Democrat Robert Sweitzer's 1915 mayoral campaign. In a bruising primary against the incumbent, Carter Harrison, Sweitzer emerged victorious, with a large margin of victory among Italian voters in the 19th ward. Sweitzer was ultimately defeated in the general election by Republican William Hale Thompson (the last Republican mayor of Chicago), but 19th ward alderman John “Johnny De Pow” Powers, who had led the Harrison campaign in the ward, began to see D’Andrea as an important political rival.

Powers, an Irishman representing an increasingly Italian constituency, was an astute tactician, and offered his support to D’Andrea for various political offices (other than alderman), including county commissioner. But the ex-priest had his eyes on a bigger prize, and in 1916, he ran for alderman from the 19th ward. In those days, each ward had two aldermen, with staggered terms. In 1916, Powers’ acolyte in the 19th, James Bowler, was up for re-election, and the Democratic primary battle between Bowler and D’Andrea promised to be fierce. Bowler had Ald. Powers on his side, and D’Andrea was supported by Rocco de Stefano, a close confidant of vice-magnate and Levee heavyweight “Big Jim” Colosimo.

February, 1916 found D’Andrea courting votes among the ward’s residents. In one case, he volunteered to be a character witness in court for a fellow Sicilian who was seeking naturalization. When the Superior Court clerk sought to verify D’Andrea’s own citizenship, however, he looked under “D” instead of “A”, and when he found nothing in the state’s records, suspicions began to circulate that the aldermanic candidate was not a U.S. citizen. This led others to dig into D’Andrea’s past, where they uncovered the case of a very similar-looking man, also named D’Andrea, an defrocked priest who had served 13 months at Joliet for counterfeiting.

The news hit the papers, and Ald. Bowler hired Pinkerton detectives to investigate D’Andrea’s past. They quickly surmised that Anthony D’Andrea, the labor leader and pillar of the Italian community, and Antonio D’Andrea, the passer of phony dimes, were one and the same man. Speaking to reporters the next day, D’Andrea admitted as much, but offered a stirring – if not quite believable – defense:

The facts were that when a counterfeiter was trailed by the government official to my house and placed some counterfeit money in our pantry during my absence, Mrs. D’Andrea, a most lovable and charitable woman, in order to remove the stain of suspicion from the sacredness of her own home and family, discovered that in some inconceivable manner the money was hidden in her pantry, took it out for the purpose of reporting her findings to me, and to remove the odium of guilt from my happy and cheerful home.

In the meantime, as she was about to leave the house, the government officials arrested her and kept her in custody for many hours, before I was allowed to see my wife, who had already become a human wreck from anguish, sorrow, and disgrace. With the most profound love for her and with the hope that not a stain should be placed against her character nor the character of our little girl, and with the promise that if I took the blame, my wife would be liberated, under the most inscrutable circumstances that could be imagined, and with the promise that if I gave to the government officials information regarding the gang of counterfeiters and plotters that I would be released, I remained silent, so as to shield them who had already threatened my life and that of my family if I spoke.

As a result of which I was forced to keep within my bosom the secret which, if exposed, would mean my immediate death, and I became a victim of the most unparalleled conviction that was ever had in the federal court.

At the time, it was pointed out that an Illinois statute forbade anyone convicted of a felony of holding public office, but D’Andrea’s civil pardon from Pres. Roosevelt apparently allowed him to remain in the race, though he was now scandal-ridden. Essentially the only quality that recommended D’Andrea to the office was the fact that he was an Italian, running in a ward that was, by this time, almost 80% Italian residents.

Thus, D’Andrea and his supporters took it personally when some of their fellow countrymen failed to support him. And some of D’Andrea’s supporters were rather violent men, including the Genna family, who in a few years would spill innumerable gallons of blood while running the city’s bootleg distillery business. On the evening of February 21, 1916, Frank Lombardi, an Italian immigrant and a major supporter of Ald. Bowler, was in the saloon he ran on Taylor street when two friends arrived. The three men raised their glasses in a toast, and at that moment, one of Lombardi’s “friends” pulled a revolver and shot him in the gut, an injury he eventually died from.

Lombardi’s death further cast the pallor of the underworld over D’Andrea’s candidacy, and on March 1, with the votes counted, James Bowler defeated Anthony D’Andrea, 4,163 votes to 1,753. D’Andrea was disappointed, but he had only just begun to fight. There would be many more opportunities to come.

D’Andrea focused on continuing to build support among the ward’s Italian residents, making his headquarters on Taylor Street the “Italian-American Educational Club”. He also became president of the Unione Siciliana, the chief social and political organization of Sicilians in Chicago; future leaders of the organization include such criminal luminaries as Angelo Genna, Sam “Samoots” Amatuna, Antonio Lombardo, and Joe Aiello. D’Andrea’s business and political success is reflected in the fact that he was able to purchase a large home at 902 S. Ashland Ave., where he lived with his wife on the second floor, and rented out the first floor.

In 1919, D’Andrea ran to be a delegate to a constitutional convention in Illinois to be held in 1920. When the votes were counted, the official record on the night of the election showed D’Andrea had lost by 82 votes; however, a later recount showed D’Andrea the victor. A court inquiry into the election turned up substantial evidence of fraud, with many of the additional so-called “voters” having not actually voted, or in the great Chicago tradition, having died years earlier. The extra votes were thrown out, and D’Andrea was again the loser.

Nevertheless, D’Andrea was still considered an important political figure in the district. So much so, in fact, that in order to dissuade him from running for alderman against him in 1921, Ald. Powers supported D’Andrea for the position of ward committeeman, a position that held at least as much, if not more, power than the aldermanship itself. In April, 1920, with Powers’ help, D’Andrea was elected to the position; however, voter irregularities again sandbagged the count, and a court threw out the results.

At this point, as described in this post, Ald. Powers dramatically recanted his support for D’Andrea, and chose to fill the ward committeeman position himself. Soon after, Powers’ home was the target of a bombing. As the incident suggests, D’Andrea and his supporters were increasingly turning from away from the ballot and towards violence. In 1921 D’Andrea announced he would run against Powers in the next aldermanic election, and the campaign between the two was the bloodiest in Chicago history, with dirty tricks and intimidation on both sides.

In February, a bomb exploded outside a D’Andrea rally near Blue Island and Taylor. When reporters approached D’Andrea, he practically admitted a role in the earlier bombing of Powers’ home:

I wouldn’t care if they threw a bomb at my house. That’s all in the game, and it wouldn’t hurt any one else but me. But to throw one into a meeting where there are a lot of workingmen, that’s another thing.

In retaliation for the bombing, D’Andrea’s supporters, which likely included the wildest of the Genna clan, Angelo Genna, and Sam Amatuna, organized a violent hit on two Italian precinct captains for Powers, as described in this post. Election day was a complete fiasco, with kidnappings of election workers, and widespread violence and intimidation of voters, but at the end of the day, the old “gray wolf,” John Powers had defeated his rival by the narrow margin of 381 votes.

With another lost election, D’Andrea declared “I’m through with Nineteenth Ward politics for good.” Asked for comment, Ald. Powers sarcastically replied, “Very magnanimous of him, I’m sure.”

But D’Andrea’s word was accurate. His political life was at an end – if only because the rest of his life was, too. D’Andrea had taken to carrying a pistol with him everywhere, and had been arrested for carrying a concealed weapon on several occasions; the violence associated with the election had likely warned him he was a marked man.

On the evening of May 10, 1921, he was out late, enjoying dinner with his old friend and political compatriot, “Diamond Joe” Esposito, at a local Italian restaurant. At 2:00 a.m., his bodyguard and driver, Joseph Laspisa, dropped him off in front of his home at 902 S. Ashland, and sped off, while D’Andrea climbed the stairs to his second-floor apartment. The first floor apartment was empty at the time, though the D’Andreas had hired decorators to paint and refurnish the flat for rental. The previous residents of the first floor had left at the beginning of the month, after receiving a threatening note, indicating that D’Andrea’s rivals were planning to dynamite the building.

In any case, the first floor apartment was unoccupied, but there had been some activity there all afternoon, which the neighbors attributed to the decorators. But no decorators had been on the site that day. As D’Andrea climbed the steps of his building, a sawed-off shotgun peaked through the window from the first floor, and fired off seven shots, five of which hit their mark. D’Andrea reached for his pistol and fired back, but quickly collapsed on the steps as his assassin escaped out the back and into a waiting car in the alley. Hearing the shots, Mrs. D’Andrea arose from bed and hurried down to where her wounded husband lay. “Lena, Lena, I’m dying, I’m dying,” he cried out to the woman he had left the church for.

(Pictured: Illustration of D'Andrea's home on S. Ashland Ave., where he was shot)

When police arrived, they found two clues in the first-floor apartment assassins’ nest: a soft brown hat, size 7, with the initials “S.P.” inscribed inside, and a $20 bill in the hat band, along with a card reading “For Flowers”. Police also found a handprint in some freshly laid paint, presumably left by the killer.

Suspicions immediately turned to Ald. Powers and his supporters, although Powers disowned the killing: “I do not believe it was politics. D’Andrea has had a good deal of trouble and it hasn’t been all political. He has been mixed up in labor matters and there may be some race feud back of it.”

Asked for comment, “Diamond Joe” Esposito, D’Andrea’s dinner companion that night and also a political figure in the ward simply responded, “So they shot him, eh?” Political violence had made killings in the 19th a fact of life.

D’Andrea hung on to life for a few days in the hospital, but finally succumbed on May 12. Refused a church burial due to his excommunication in 1899, a service was held on the steps of his home on Ashland Ave., right where he was shot, and 8,000 attended, flooding the street with people for three blocks around.

The bloodletting in the 19th did not, however, end with D’Andrea’s death. Ten days later, Michael Licari, a D’Andrea partisan, was murdered, and the following month, Joseph Laspisa, D’Andrea’s bodyguard and his driver on the night of his death, was killed while driving down Oak St. in Little Sicily, near "Death Corner", shot by a back seat passenger. Eventually, over 30 murders were attributed to the Powers/D’Andrea fight, most of them, including D'Andrea's, never solved.

The dream of an Italian alderman to represent Little Italy also died with D’Andrea that night. In July, 1921, with pressure from Ald. Powers, the 19th ward was redrawn and broken up into parts of the 20th, 25th, 26th, and 27th wards, none of which had an Italian majority.

After his death, the Genna brothers took over D’Andrea’s political headquarters and turned his political bailiwick into the massively dispersed distilling organization that supplied a large portion of the illegal liquor in Chicago during Prohibition. Several of D’Andrea’s relatives were closely involved with the Gennas and their partners in bootlegging, the Torrio-Capone organization. One nephew, also named Anthony D’Andrea, was Capone’s manager for his Depression-era soup kitchen on S. State st. Later, he became the president of the powerful hod-carriers union, and was a defendant in a federal antitrust case in the 1940s, accused of restraining the use of ready-mix concrete in Chicago, which would have eliminated a large number of union jobs.

Another nephew, Philip D’Andrea, got his start as a bodyguard for Al Capone, and was later a key member of The Outfit, the mob organization constituted of Capone’s men, after Capone went to prison in 1931. Philip D’Andrea served three years in prison in the 1940s on charges of extortion, along with Outfit luminaries Paul “The Waiter” Ricca, Louis “Little New York” Campagna, and Charles “Cherry Nose” Gioe.

D’Andrea’s home at 902 S. Ashland stood into the 1980s, when it was demolished to make way for the University of Illinois at Chicago’s Molecular Biology Research Building, completed in 1995. The building is notable for a large staircase inside that mirrors the shape of a double helix.

Nathan Leopold's Home

In general, I’m not much interested in serial murderers or “thrill” killers. But you can’t have a website about the history of crime in Chicago without some mention of Nathan Leopold, one half of the famous Leopold and Loeb duo, whose atrocious murder of 14-year old neighbor Robert Franks in 1924 captured the morbid fascination of newspaper readers throughout the world. Leopold, son of a shipping and paper magnate, lived in the mansion at 4754 S. Greenwood Ave., in the South Kenwood neighborhood.

After the Great Fire, the Kenwood neighborhood became home to many of the city’s business and cultural elite, desirable for its proximity to the Loop, the meatpacking district (the Armours and Swifts were residents), and the University of Chicago. The home at 4754 S. Greenwood was built in 1886 by Charles B. Van Kirk, one of the founders of the Chicago Board of Trade. After World War I, Kenwood’s tree-lined boulevards became especially attractive to wealthy Chicago Jews, including Nathan F. Leopold, Sr. Leopold, Sr.'s parents, Samuel and Babette, had emigrated to the U.S. from Germany after the failed revolution of 1848 in that country, settling first in Michigan, where Nathan was born. After the Civil War, the Leopold family moved to Chicago, and young Nathan Leopold, Sr. went into the business of organizing the burgeoning shipping business through the Great Lakes. He first found success as a principal founder of the firm Leopold & Austrian, but he later started several other businesses, including the Manitou Shipping Company and a copper mining interest in Michigan. Later, he became a major player in paper mills as well, forming the Fiber Can Corporation, and operating a paper mill at suburban Morris, Illinois.

Leopold was active in the community, serving as president of the Young Mens’ Hebrew Association in Chicago, forerunner of the modern Jewish Community Center organization. In 1892, he married into one of the city’s wealthiest Jewish families, taking Florence Foreman as his wife. Foreman’s father, Gerhart, was a Chicago pioneer, and one of the city’s earliest bankers; her sister later became Mrs. Julius Rosenwald. The Leopolds had three children: Foreman, Samuel, and Nathan, Jr.

Nathan F. Leopold, Jr., was born in 1904, and was early recognized for intellectual brilliance, as well as his cruel mind. Fascinated by birds throughout his life, Leopold’s nurse was horrified by the callousness the boy showed towards birds, killing them for specimens in his collection. Ironically nicknamed “babe” by his family and friends, no expenditure was spared in the young scholar’s education, and after high school, he attended the nearby University of Chicago and the University of Michigan, becoming the youngest graduate in the history of the U of C at age 19 in 1923. In the fall of 1923, Leopold re-enrolled at the University, seeking a degree from the Law School.

It was in November of that year that he began plotting a perfect murder with friend Richard “Dickie” Loeb, another child savant who had graduated at the University of Michigan the previous year at age 18, and was then enrolled in a masters’ degree program in History at the University of Chicago. Years of speculation by researchers about whether Leopold or Loeb originally hatched the murder plan have never turned definitive, but Leopold’s cruelty and lack of conscience, and Loeb’s fascination with crime and detective stories mean it easily could have been either. Both were students of epicurean and nihilist philosophies, with Leopold a master of medieval erotic literature and an avowed atheist.

(Pictured: Nathan F. Leopold, Jr.)

In any case, for adventure and thrills, the two first hatched a plan to kidnap the son of a wealthy Chicago family for ransom, puzzling for months over the question of how to collect the ransom without capture. Finally, they pieced together a complex and daring plan. The father of the kidnapped boy would be directed by taxicab to a 63rd street drug store, where he would receive a telephone call telling him to immediately catch a southbound train from the nearby station, presumably before police could be notified. On the train, he was to find a note telling him to throw the bag containing the money from the train at a certain point between two stations, where Leopold and Loeb would be waiting to receive the loot.

The kidnapping and murder itself were no less carefully planned. Leopold planned to rent an automobile, by which the victim would be spirited away. However, then as now, rental service companies demanded reliable credit before allowing a borrower the keys. Leopold filled out an application at the car rental company under a false name (“Martin D. Ballard”), and indicated employment with a certain Mr. Mason, giving a work telephone number associated with a local lunch counter. When the rental company checked on the number, Loeb jumped out of his seat at the restaurant and picked up the phone before the waitress could reach it, confirming that he was “Mr. Mason,” and yes, Mr. Ballard certainly did work for him – and was one of his best employees.

(Pictured: The rented Willys-Knight car used for the kidnapping)

With the maroon-colored Willys-Knight car, purposely chosen as the same model as Leopold’s own vehicle, in their possession, Leopold and Loeb agreed on an alibi if questioned. The two agreed that after classes on Wednesday, May 21, 1924, they would say they went to the north end of Lincoln Park to look for a particular bird Leopold was hunting, a heron-gull. Their story would continue with the two drinking gin and wine in the park, with the younger Loeb becoming mildly drunk. Since Loeb’s family disapproved of alcohol, the two would claim they went to dinner at a Kenwood tavern, the Cocoanut Grove, at 53rd and Ellis Ave., afterwards cruising around Washington Park, picking up two girls they met and taking them to the Jackson Park golf course. Eventually, they would claim, the two returned to Leopold’s home on Greenwood at 11:00 p.m., with Loeb returning home at 2:00 a.m. after his family was asleep, to sleep off the day’s drinking.

With their story straight, Leopold and Loeb drove around the neighborhood on the afternoon of the 21st, looking for a victim. At the Harvard School, a private primary school for wealthy children on Ellis Ave., just around the corner from Leopold's home, Loeb spotted a family friend, 14-year old Robert “Bobby” Franks, who had been umpiring a youth baseball game at the school’s sporting field. Loeb and Franks were not close friends, but they had frequently played tennis together, so Franks came over to the car at once when Loeb called to him, “Hello, Bob! Come in a minute, I want to ask you about a tennis racket.”

Bobby Franks entered the car, sealing his doom. Later at trial, Loeb would claim that he was driving while Leopold delivered the fateful blow to the victim in the back seat; Leopold claimed the opposite, and it was never determined who actually killed Franks. In any case, a taped-up chisel blow to the head rendered Franks unconscious just minutes after he got in the car, and a gag placed in his mouth quickly suffocated him. Leopold and Loeb drove around for around four hours afterwards, waiting for dusk, then dumped Franks’ body in what was then a sparsely-populated prairie and lagoon area, near the Pennsylvania railroad tracks at 119th Street.

The two then returned to Kenwood, parking the car near Leopold’s house, and burned their blood-stained clothes in Loeb’s basement. They played cards until late that night.

The next day, they telephoned the Franks home, making a ransom demand for $10,000, and also had a ransom note delivered, which had been prepared before the kidnapping and addressed on the way home from the murder. On the phone, Leopold, referring to himself as “George Johnson,” threatened to kill the boy if the Franks family contacted police. Of course, Bobby Franks was already dead, and the family did in fact contact police, but the police chose not to file a formal report immediately in order to keep the supposed kidnappers in the dark while detectives followed up leads.

Thus, without a police report of the kidnapping, when Franks’ body was discovered by a railroad worker the day after the killing, he was not immediately identified. The unidentified boy was found naked except for his eyeglasses, strewn a few feet away in the mud, and one stocking. The railroad man who found him placed the glasses back on his face and called for backup in moving him to the morgue.

Meanwhile, at the Franks home, the murdered boy’s father was waiting at his home for the taxicab Leopold and Loeb had arranged to take him to the drug store near the train station, from which he would depart and throw the ransom money out of the window. Just before the taxi arrived, however, word came by telephone: Bobby Franks had been identified as the likely identity of a boy's body found near the railroad tracks. Instead of following the ransom note’s demands, the Franks family drove to the morgue, where they sadly confirmed that it was, in fact, their boy. Just one thing was wrong: whose eyeglasses were those? Bobby Franks had perfect eyesight and never wore glasses.

Hence, the famous clue that would finally break the case.

Leopold had dropped the glasses, which he wore only rarely, at the crime scene, and hadn’t noticed it until later. The police found the optician who had sold the glasses, Almer Coe & Co., and asked them to search their sales records, a task which was simplified by the fact that this particular pair employed a rare type of hinge, produced only by the Bobrow Optical Company in Brooklyn, New York. This fact narrowed the list of suspects to just three in the Chicago area, one of whom was Nathan F. Leopold, Jr., of 4754 S. Greenwood Ave., just a few blocks from the Franks home. The attention of the police, which had initially focused on various teachers at the Harvard School where Franks attended, and a suspicious druggist who had recently attempted suicide, turned completely to Leopold.

In the early morning of May 30, 1924, Leopold was brought into State Attorney Robert Crowe’s office for interrogation by Crowe and Chief of Detectives Michael Hughes. Questioned about the location where the body was found, Leopold answered confidently, “Yes, I have been there fifty times. You see, I am interested in ornithology [study of birds]. I frequently go there with classes and with companions.”

Shown the glasses, he denied they belonged to him, but admitted he owned a similar pair. Detectives were even then searching his home, where they found an empty Almer Coe & Co. glasses case, but no spectacles. Confronted with this evidence, State’s Attorney Crowe asked Leopold whether it was possible he had lost his glasses at the scene of the crime.

“I told you I had been there frequently. I believe I was there either the Friday or the Saturday just before the murder. I might have dropped them on that occasion,” replied Leopold.

But had the glasses lain in the dirt for a week, as Leopold claimed, they would have been covered with dirt and streaked with rain, when in fact they were found completely clean. Next, Crowe showed Leopold the ransom note, which had been published in the newspapers during the past week. “This letter was written by an educated man. Do you think that you could have written such a letter?”

“Yes, I could easily duplicate it, if I couldn’t write a better one. There is one mistake in the letter. The word kidnapping is spelled kidnaping. I noticed it at the time.” Likely, Leopold had purposely misspelled the word to mislead investigators.

Police detectives searched Leopold’s home, and found his typewriter, but it was not of the sort that was used to create the note. Leopold confidently repeated the alibi he and Loeb had agreed upon, describing their travels to Lincoln Park to look for birds, the drinking, the girls they met in Washington Park, and so on. When questioned, Loeb first claimed he was too drunk to remember the events of the day, but eventually foggily repeated a story similar to Leopold's. The police began to believe that Leopold was in fact innocent, the victim of an unusual and coincidental set of circumstances. During 30 hours of questioning, Leopold held court with detectives and reporters, demonstrating his superior intellect on any subject proposed. Claiming that his heroes were Oscar Wilde, Nietzsche, and Epicurus, he was asked, “What about Socrates?” “I never thought a lot of that old bird,” Leopold rakishly replied.

Police very nearly released him. Finally, however, someone thought to question the Leopolds’ chauffeur, Sven Englund, who lived in the family’s garage. When asked about Leopold’s maroon Willys-Knight, Englund indicated that it had been in the garage all day. Englund’s wife confirmed seeing it at home – and thus, not in Lincoln Park, not at the Cocoanut Grove Inn, not cruising around with two boy geniuses and their new girlfriends, and not at the Jackson Park golf course. When confronted with Englund’s statement, Loeb was the first to crack. He demanded to speak with Crowe and District Attorney John Sbarbaro, and began confessing the true story of the murder.

When told that Loeb was confessing, Leopold realized the jig was up and admitted his role in the killing. In a chilling statement related later to reporters, the young nihilist told one officer, “If I’d have only known that Loeb was preaching [confessing], if I’d known that I would have killed myself there in my room. Do you recall when I was standing at my desk? I had my hand on my gun. But before I killed myself I’d have put a few policemen out of the way. Yes, I’d have got you.”

Over the next two days, while housed in separate rooms at the Windermere Hotel on 56th and Hyde Park Blvd. (which still stands next door to my former dormitory, the Broadview), Leopold and Loeb led detectives around the south side of Chicago, pointing out precisely where they had disposed of Franks’ clothes, as well as the typewriter used in the ransom note, a second machine owned by Leopold, which he had dumped into the Jackson Park lagoon after the murder. A few days later, divers would find the typewriter, essentially closing the case on the two killers.

An early notion to plead not guilty on defense of insanity was quickly rejected by their counsel, world-famous attorney Clarence Darrow (who had defended the indefensible in Chicago before). The boys were too intelligent for anyone to believe they didn’t understand the difference between right and wrong, the M'Naughten Rule standard for insanity accepted in Illinois. Instead, Darrow convinced the boys and their families to plead guilty, and try to avoid the death penalty. A hearing before a judge began in late August, 1924, and concluded on September 10. Primarily on the basis of their age, the judge in the case denied the state’s motion to impose the death penalty, instead imposing sentence of life plus 99 years on each. Both were assigned to Joliet penitentiary.

Loeb, initially the more popular in prison, and the less aloof of the two, was murdered in the shower room in 1936 by a fellow prisoner who claimed Loeb had made homosexual advances toward him. Leopold served a minimum required third of his sentence and was released in 1958, living the rest of his life as a hospital worker in Puerto Rico, where he died in 1971.

The story of the two brilliant young murderers who killed for adventure and pleasure was irresistible to newspaper publishers throughout the world. Typical of the editorials was the Tribune, which asked rhetorically, “Were they bored by a life which left them nothing to be desired, no obstacles to overcome, no goal to attain? Were they jaded by the jazz-life of gin and girls, so that they needed so terrible a thing as murder to give them new thrills?”

The publicity was obviously difficult to handle for the families involved; curiosity-seekers gawked at them in front of their homes at all hours. After the trial, in October, 1924, Nathan Leopold, Sr., sold the home at 4754 Greenwood and moved to Lakeview, living on Roscoe St., near Belmont Harbor, where he died in 1929. His two other sons, Foreman and Samuel, changed their names to “Lebold,” continuing their father’s business and community interests until their retirements in the 1960s.

The Leopold mansion was destroyed in the late 1960s. The large home pictured at the top of this post was built on the site, but the photo below shows the home as it looked in the 1920s.

(Pictured: Nathan Leopold mansion, circa 1924)

Death in the Barber's Chair: The Rise and Fall of Sam Amatuna

Unione Siciliana president Mike Merlo had kept the peace between rival alcohol-production organizations in Prohibition-era Chicago through his death in 1924. Over the next year, the violent war between the “Bloody” Genna brothers, operators of a gigantic dispersed distilling operation in Little Italy, and the Northside Gang headed by Dion O’Banion, heated up, and news of assassinations filled the city’s newspapers. Into this tinderbox stepped the dapper Don of the Maxwell Street district, Salvatore Samuzzo Amatuna (frequently known as Sam or even “Samoots”). As head of the powerful Unione, the young Amatuna struck a pose as a political kingmaker and gadabout in the Sicilian community, but he couldn’t bring peace to the underworld, and the bloody beer wars escalated until they claimed Amatuna himself as a victim, as he sat in a barbershop here, at 804 W. Roosevelt Rd.

Amatuna was born in the seafaring town of Pozzallo, Sicily, at the far south end of that island, in 1899. As a teenager, he found his way to Chicago, settling in the “Little Italy” district along Maxwell Street in the early 1910s. Like many young Sicilians in the neighborhood at the time, he found his calling in politics, providing the street-level muscle in the increasingly violent war over the aldermanic seat in the 19th ward, which included Little Italy. John Powers had held the seat since 1888, when the 19th was predominantly populated by Irish, but by the 1910s, Powers was presiding over an increasingly-Italian ward, and the new immigrants had their own rising political stars, including “Diamond Joe” Esposito and former Roman Catholic priest and convicted counterfeiter, Anthony D’Andrea.

D’Andrea ran against Powers’ right-hand man, James Bowler in the aldermanic election of 1916 (in those days, each ward had two aldermen), and the race was close, despite pre-election revelations about D’Andrea’s criminal past. Not all Italians in the 19th supported D’Andrea, however; Powers had made a career out of incorporating potential Italian rivals into his organization over the years. In fact, one of Bowler’s chief political advisors was a Sicilian, Frank Lombardi.

Nothing irked D’Andrea’s supporters more than the defection of Lombardi and other fellow countrymen – Italians constituted a substantial majority in the ward by that time, and easily could have elected one of their own, had they united behind D’Andrea. Just days before the election, Lombardi met two friends in a saloon on Taylor street. As the trio raised their glasses in a traditional Sicilian toast, one of the “friends” drew a .38 caliber revolver from his hip pocket and shot Lombardi dead.

The police advanced the theory that Lombardi was the victim of a “Black Hand” extortion scheme, a common occurrence among well-heeled Italians of the era, but Lombardi’s wife and just about everyone else blamed supporters of D’Andrea. The accusations among those in the know in Little Italy led directly to a hot-headed 17-year old from Sicily, Sam Amatuna.
Amatuna was questioned in Lombardi’s death, but with little evidence and most eyewitnesses unable to “remember” the scene accurately, no charges were ever filed. The murder may even have been counterproductive, as it revived voters’ recollections of D’Andrea’s sordid past, and
James Bowler won the election of 1916.

Regardless of his real guilt or innocence, Amatuna’s reputation as a man to be feared on Maxwell Street was established. Through his connections in D’Andrea’s organization, he also became a close ally of the Genna brothers, especially the toughest and most violent of that clan, Angelo. Both Angelo Genna and Sam Amatuna were fearsome characters in the district, but unlike Genna, Amatuna was able to separate business from social concerns, and when not cracking skulls for D’Andrea, he was widely known for his generosity and sunny personality, even gaining the moniker of “Smilin’ Sammy Samoots” in some quarters.

But behind the smile remained a man talented with a gun, and one fearless in using it for his own advancement. As one friend told reporters later, "Sure, if he wanted a guy knocked off, he'd have him knocked off, 'what the hell?' But he was a good guy just the same."

(Pictured: Sam "Samoots" Amatuna)

In 1921, D’Andrea again ran for alderman, this time directly challenging the incumbent Powers. Once again, D’Andrea relied on the force and violence doled out by toughs like Amatuna to help get out the vote, and once again, Italians supporting Powers were a major target (for his part, Powers was never afraid of dirty political tricks either). During May of that year, Paul Labriola and Harry Raimondi, lieutenants in the Powers organization, both met their ends at the hands of a five-man assassin crew, widely believed to have been headed by Angelo Genna and Sam Amatuna. Genna was arrested and put on trial, but walked when the prosecution’s lead witness changed his story on the last day before the jury convened.

Again, D’Andrea was unable to capture a seat on the city council, losing the election by 435 votes. Shortly after the election, D’Andrea was murdered, and the Genna brothers took over his organization, turning it from a political enterprise to a criminal one. With their base of Sicilian supporters, they produced massive quantities of (rot-gut) liquor in small stills in basement apartments throughout Little Italy, in the process becoming the key part in the supply chain that ended in the blind pigs and speakeasies run by Johnny Torrio and Al Capone. The Gennas employed Amatuna as the enforcer for their network of family-run microbreweries. It was “Smilin’ Sammy” who visited those who failed to meet their promised quotas of booze, and few suppliers fell behind the production schedule twice.

Violent and superstitious, the Gennas began butting heads with rival booze gangs, especially the Northside gang, run by the equally-superstitious singing-waiter-turned-florist, Dion O’Banion. O’Banion’s reckless hijacking of Genna deliveries, plus his general disrespect for his Italian competitors, made the blood of Angelo Genna and Sam Amatuna boil. The only factor keeping O’Banion from meeting the same fate as Lombardi, Labriola, and Raimondi, was the word of Mike Merlo, chief of the most powerful Sicilian social and political organization in the city, the Unione Siciliana.

But Merlo’s days were numbered. In 1924, he died of natural causes, and a few days later, O’Banion was dead in his floral shop, shot dead by three men, believed to include the Gennas' masterful assassins Scalisi and Anselmi, plus a third man, who the police believed to be either Angelo Genna or New York-based Unione president, Frankie Yale. When the police brought Yale in for questioning, it was Sam Amatuna who provided an alibi – Amatuna and Yale had been dining at the Palmer House hotel at the time, he claimed. No one was ever charged with the crime.

With the mediating influence of Merlo gone, the bullets flew in Chicago, and in the coming months, three Genna brothers met the same fate as O’Banion. Johnny Torrio was nearly assassinated as well, and he and the remaining Gennas fled the city.

Into the consequent void of power in Little Italy stepped Sam Amatuna. After Angelo’s death, he took two bodyguards and walked into the headquarters of the Unione Siciliana, informing everyone that he was now president. In his attempt at changing from a mere street tough to a powerful political force, he began acting the part of neighborhood Don, dressing in snappy clothes (it was said he owned 200 embroidered silk shirts – the newspapers repeatedly referred to him as the “Beau Brummel of Little Italy”) and buying haircuts and shaves for the teenagers hanging around the barbershop whenever he went in for a trim.

But make no mistake – under the silk shirt beat the cold heart of a killer. A story frequently passed around about Amatuna said that when a certain dry cleaners damaged his clothes, the enraged dandy retaliated by ripping out the stairs connecting the laundry from the street, and put a bullet through the head of the proprietor’s horse.

With the wealth he had amassed from his work with the Gennas, Sam Amatnua purchased a jazz club, the Bluebird Cafe, at Halsted and Taylor, for $40,0000, where he himself often performed, gaining a reputation as an excellent singer and violinist. He also acquired a beautiful home on Lexington Ave., near Damen Ave. (the street has since been vacated in that block). And most important of all, he was engaged to wed Miss Rose Pecaroro, sister to Mike Merlo’s widow. The marriage would make Amatuna peerless as a Sicilian community leader.

It was on a visit to the barber that Sam Amatuna met his end. On the evening of November 11, 1925, Amatuna walked into his favorite local barbershop at 804 W. Roosevelt Rd. He and Pecaroro were to see the opera Aida at 8:00 that evening at the Auditorium building on S. Michigan Ave. Isidor Paul, who had owned and operated the barbershop since 1918, threw a hot towel over Amatuna’s face and sharpened his razor. By coincidence, Amatuna was without his usual bodyguards that evening, and as a show of power, he never carried a gun personally any more.

At that moment, two olive-skinned men, one short and one tall, walked into the shop and drew guns. Paul screamed, and Amatuna jumped out of the barber’s chair, hiding behind it. The Tribune describes what happened next:

Two men walked in as he left the chair in which he had been shaved and massaged in preparation for an evening at the opera, and without waiting opened fire. Eight times their weapons cracked. One bullet took effect and Amatuna dropped: the others went wild as barbers and customers fell to the floor or ran for cover. Then the attackers backed out, ran to a car parked at the curb and escaped.

Two friends helped the bleeding Amatuna into a taxicab. Their first destination was not the hospital, but a cigar shop owned by Amatuna, around the corner at Taylor and Halsted Streets. There, Amatuna briefly met with his brother, Luigi, who had recently arrived from Sicily, likely informing him of the names of his attackers. From there, the trio left for the hospital.

For two days, doctors at Jefferson Park Hospital tried to revive Amatuna, but to no avail. With her planned elaborate wedding just weeks away, his bride was doubly stricken, and Amatuna agreed to a bedside ceremony in case he was unable to recover. With the physicians’ negative prognoses in mind, a priest was called and the arrangements made for just such an event. But before the ceremony could take place, Amatuna fell unconscious, and died at 2:00 a.m. on November 13.

As was customary for gangsters in his time, Amatuna’s funeral was lavish. At his fiancée, Rose Pecaroro’s home on the North side, $20,000 in flowers filled the home, the yard, and several neighbor’s yards. The casket was made of silver and cost a reputed $10,000. The funeral procession to Mt. Carmel cemetery, where Amatuna’s body was held in a vault for several days before being shipped back to Sicily, stretched for over a mile, snaking through the city past his home, his businesses, and stopping at the barbershop where he died – a visible indication of future retribution. At the gravesite, Luigi Amatuna threw himself on the coffin, beating his fists on it and swearing an oath of revenge in his native tongue.

(Pictured: The scene outside Amatuna fiancee, Rose Pecaroro's home, where Amatuna's funeral procession began)

Indeed, the bloodshed was far from over. Within a week, both of Amatuna’s absent bodyguards were killed – one of them on the way home from the funeral ceremony. Next in line for the presidency of the Unione Siciliana was Tony Lombardo, Al Capone’s personal friend. Lombardo was assassinated in the middle of the day at Madison and Dearborn Streets in the loop. The three succeeding Unione presidents, Pasqualino Lolordo, Joseph Giunta, and Joe Aiello met similar fates. The bloodshed of the 1920s sealed Chicago’s worldwide reputation as the country’s crime capital.

Who killed “Samoots”? The chief theory is that his death was merely another part of the spiraling bloodshed between the Genna-Torrio-Capone organization and the Northside gang. Most historians believe that Amatuna’s assassins were Vincent “Schemer” Drucci, one of the leaders of the Northside group, and Jim Doherty, a key member of the allied Westside O’Donnell gang. It appears Al Capone blamed Drucci and Doherty. A few months later, when Doherty and Assistant State’s Attorney William McSwiggin were seen drinking and gambling in Cicero at the Pony Inn, Capone ordered a hit on crew, in which McSwiggin died, a major factor in turning public opinion against Capone and raising his profile with Chicago police.

An plausibly, though less likely alternative theory is that Amatuna had fallen out with the Gennas in the months before his death, and that Capone ordered his murder in order to make way for his friend, Lombardo, to control the Unione and the Genna distillery network. In Chicago’s gangland, today’s allies frequently became tomorrow’s enemies, and vice-versa.

The barbershop where Amatuna met his fate continued in operation, run by Isidor Paul, until his retirement in 1956. Today, like much of the old Little Italy neighborhood, the building is gone, razed to make way for the facilities of the University of Illinois at Chicago. Until recently, the site was a baseball field for the UIC team, but is currently marked for the construction of a new condominium complex, Roosevelt Square.

Aiello & Co. Bakery

Joe Aiello had broken troth with his former business partner, Antonio Lombardo, and was actively scheming to kill Lombardo and his colleague in crime, Al Capone. On May, 28, 1927, Aiello’s bakery, located here at 473 W. Division St., took the brunt of Lombardo and Capone’s ire when it was riddled with over 200 machine gun bullets from in a gangland drive-by shooting.

Giuseppe Aiello, known as “Joe”, was born in 1890 in Sicily, into a very large family. Most accounts claim he was the oldest of seven brothers, but others indicate up to ten Aiello brothers, plus an unknown number of cousins, uncles, and nephews. Most of the family emigrated to the United States in the first decade of the 1900s, including Joe, who arrived at New York in 1907, then moved west to Chicago shortly after.

Food was the family business, and Joe operated first as a cheese-maker and grocer in the Little Sicily enclave on the near North side (also known as “Little Hell” for the poverty and violence that infested its streets). With his brothers, he also opened a wholesale bakery specializing in supersized wedding cakes and Italian breads, Aiello & Co., at 473 W. Division, near the corner of Clybourn Ave. He also held part ownership in a candy shop near Oak St. and Cleveland Ave. (then known as Milton St.), the original “Death Corner,” a popular Black Hand meeting (and “disposal”) ground.

At the onset of the 1920s, the Aiello clan was already prominent in the Sicilian-American community. National alcohol prohibition raised their profile further. During Prohibition, grocers played a particularly important role in the production of bootleg alcohol, since they could purchase and store large quantities of important distilling ingredients, such as sugar and grapes, without arousing the suspicions of police. Joe Aiello used his position as one of the neighborhood’s top grocers to become deeply involved in the business of illicit booze.

He joined forces with another prominent Sicilian grocer, Antonio Lombardo, and the two opened an import business on Randolph Street and purchased property on the west side at Kinzie and Halsted for an even larger operation. At the time, Lombardo was also president of the Unione Siciliana, the primary Italian organization in Chicago, a position that made him the most respected man in the immigrant community, and a political “fixer” with connections in city government and law enforcement. The Unione was a key element in organizing the massive, dispersed network of tiny home distilleries that supplied the low-quality liquor that was eventually retailed through Al Capone’s syndicate.

(Pictured: Giuseppe "Joe" Aiello)

Together with Lombardo and Capone, Joe Aiello ruled Chicago’s illegal alcohol trade into early 1926. The decline and fall of their fellow Sicilian booze entrepreneurs, the “Terrible Genna” brothers, in 1925 gave Aiello and Lombardo an even more important role to play in this business. But Aiello was too ambitious to be just one important part of the machine. He needed to control it all. He was especially jealous of Lombardo’s position at the Unione and the respect it earned him among their countrymen. And he despised Capone, a non-Sicilian he considered untrustworthy and undeserving of his wealth. Aiello’s constant attempts to control more of the alcohol syndicate eventually led to a break with Lombardo in 1926, and an all-out war for the control of the Unione and the Little Sicily neighborhood.

Aiello began working closely with the Northside Gang run by George “Bugs” Moran and Jack Zuta, while Lombardo remained close with Capone. Both Lombardo and Aiello keenly courted Sicilian grocers, demanding their loyalty and supply capacity. For his part, Aiello openly put price tags on the heads of Lombardo and Capone, offering up to $50,000 each to a series of hitmen in return for their lives.

In one important case, Aiello made a $35,000 deal with a cook at the “Little Italy” restaurant, located at 22nd and Cicero Ave., in the suburb of Cicero, to spice Capone and Lombardo’s soup bowls with prussic acid. The cook wisely decided against fulfilling the task and confessed the deal to Capone.

Other Aiello family members were also involved in warfare with Capone and Lombardo. Tony Aiello, Joe’s brother, was positively identified by a boy eyewitness as the murderer of Antonio “The Cavalier” Spano, a Capone associate operating out of Chicago Heights, who met his end just a block away from the Aiello brothers’ bakery on Division St. Tony managed to beat the rap despite the witness’ identification.

(Pictured: Tony Aiello)

Joe Aiello also attempted to hijack the Unione from outside, sending a gaggle of his brothers and nephews to St. Louis in an attempt to build a rival organization that he could eventually bring to Chicago. Their attempts to consolidate power in that city led to a dozen murders in 1927, including the deaths of two Aiello brothers while sitting in a restaurant in Springfield, Illinois.

Lombardo and Capone realized that Aiello would stop at nothing to gain control of the Unione and the alcohol business in Chicago. On the evening of May 28, 1927, just after nightfall, a curtained touring car filled with four Capone gangsters cruised past the Aiello bakery on Division St., produced machine guns, and carpeted the building from side to side with a tremendous fusillade. By the end of it, over 200 bullets had lodged in the roof, floor, and walls.

At the time, Joe was in the bakery with his brothers, Dominic and Tony, along with two employees. Tony was hit in the neck, and dropped to the floor screaming “I’m dead,” while one of the employees was also shot in the side. Dominic and Joe were upstairs and managed to dodge
the bullets. As soon as their assailants departed, Joe and Dominic helped Tony out of the building and into surgery under the care of a friendly family physician (Tony survived). By the time the police arrived, only one employee remained in the bakery to tell the tale. Officers were unsurprised to find that Aiello & Co. was one of the city’s most well-armed cupcake retailers – a case filled with shotguns was discovered in a back room.

(Pictured: interior of the Aiello bakery, facing the mirrored back wall, which was shattered by bullets)

One Joseph Paglisia was arrested for the crime a few days later, as he was spotted driving through Little Sicily with a Florida license in a car similar to that from which the bombardment of the Aiello bakery had originated. It was a custom with the Capone organization for particularly spectacular hits to be performed by gunmen imported from outside Chicago. Nevertheless, the police were unable to find any further evidence against Paglisia, and he was released. No one else was ever fingered for the crime.

The attack at Aiello & Co. raised the stakes in the feud over the Unione, and that summer, nine Italian grocers were found dead, likely caught in the war between Aiello and Lombardo. Aiello also stepped up his attempts to kill Lombardo. Instead of attempting to procure a hit, he decided to organize one himself. Police discovered machine gun nests across the street from Lombardo’s home on W. Washington Blvd. (an event that caused Lombardo to move his family out to Cicero), and across the street from Michael “Hinky Dink” Kenna’s cigar shop on S. Clark St., a common meeting place for Capone and Lombardo.

In retaliation, Aiello and his Northside Gang allies saw bombs explode at several of the businesses, including a brothel located at Adams and Halsted – Capone territory – and a disorderly hotel at Madison and Western. The violence in the city produced by the feud in late 1927 was tremendous. The police organized roving groups of officers, armed with automatic weapons and with orders to kill on sight any known gangsters. Chief of Detectives William O’Connor (who took over that position after Michael Hughes was demoted for being too chummy with gangland figures), took an especially hard line on crime:

The machine gun is a much better weapon than the law to fight gangsters with. If we would hold more murder trials in the street rather than trust timorous juries to convict killers, Chicago would not now be facing a gang crisis.

1927 also saw Joe and Dominic Aiello build a beautiful new home for themselves and their wives, far from the Little Sicily slums where they grew up, in Rogers’ Park, overlooking Indian Boundary Park. That building, 2553 W. Lunt Ave., is still there, though it has since been
subdivided into flats.

(Pictured: 2553 W. Lunt Ave., as it stands today (above), and in 1930 (beneath). During the 1920s, this was the home of Joe and Dominic Aiello. The building appears to have changed little over the past 80 years, although the landscaping has improved).

In January, 1928, the Aiello bakery was again targeted. This time, it appears that Dominic was the target of an assassination plot. On the evening of Jan. 5, two men, armed with pistols and shotguns, walked into the building on W. Division, expecting to see Dominic at his usual post. In fact, Dominic had left the business at 4:00 that afternoon, but one of the bakers was still there, and began walking towards the door to greet them. Suddenly, the two opened fire, pouring all of their ammunition into the walls and ceiling, particularly the place where Dominic usually stood. They took no consideration of the baker, who was now cowering behind a glass case, though in full sight. Having emptied their guns, the men dropped their weapons and left the building as quickly as they had arrived. Likely they did not know that, while Dominic had left for the day, his wife, Grace, and their three children were just in the adjoining room. All escaped injury.

(Pictured: interior of the Aiello bakery after the Jan., 1928 shootout there. Arrows point to bullet holes in the walls and ceiling)

The summer of 1928 saw continued warfare between Aiello and Lombardo. In June, the bullet-riddled corpses of two Capone henchmen, John Oliveri and Joseph Salamone, were discovered at Death Corner, a half-block from the Aiello confectionary on Oak St. A month later, one of Aiello’s bodyguards, Anthony “Tough Tony” Califura, met his end in a drive-by shooting at North Ave. and Wells St. Four days later, an Aiello uncle was murdered in his Little Sicily grocery store, just south of Death Corner.

Finally, on September 7, 1928, Antonio Lombardo was murdered in broad daylight near the corner of Dearborn and Madison, in the full view of thousands of pedestrians. His killers escaped, but no one doubted that the Aiellos were behind the hit.

After the death of Lombardo, Joe Aiello saw an opportunity to finally gain control of the Unione Siciliana, but Capone and other allies managed to install Pasqualino Lolordo, a Lombardo associate, as president instead. To Joe Aiello, this simply meant one more bullet was needed, and in January, 1929, Lolordo was killed by three assailants while sharing drinks at his North Ave. apartment. At police headquarters, Mrs. Lolordo, who was preparing dinner in the adjoining kitchen at the time of the murder, was shown a photo lineup of potential assassins. She screamed when she saw Joe Aiello’s picture. While he was likely not one of the actual assassins (later evidence suggested the three assailants were Northside Gang members Frank and Peter Gusenberg, plus James Clark – all three later died in the St. Valentine’s Day Massacre), there was no doubt that Joe Aiello had organized the hit.

Finally, in 1929 and early 1930, most sources indicate that Joe Aiello finally did fulfill his long-time dream of becoming Unione Siciliana president. During this time, Al Capone was incarcerated in Philadelphia on weapons violations charges (he likely entered prison under his own volition as a way to protect himself from the spiraling violence on the streets of Chicago). For his part, Aiello spent much of his term as president hiding out in Northwest Indiana, a fugitive from police who wanted him for questioning regarding the Lolordo murder.

By late 1930, Aiello had returned to Chicago, but so had Capone, and old rivalries die hard. Joe Aiello was killed in an ambush on the far west side, near the Cicero border, on October 23 of that year. The rest of the Aiello family remained active in the underworld, eventually mending fences with the remnant of Capone’s organization, the Outfit, in the 1930s. In New York, the Aiellos are associated with the Bonanno organization, one of the “Five Families” in that city.

The old Aiello bakery remained in the family into the 1940s, serving as the headquarters for the San Giuseppi di Bagheria society, an Italian community organization focused on Bagherian immigrants (the locale in Sicily where the Aiellos originated). The building was destroyed in the early 1950s to make way for the Cabrini housing projects. In the 1990s, most of the major Cabrini-Green projects were razed, and replaced by upscale condominiums and mixed-income public housing. Where Aiello & Co. once baked wedding cakes and planned a takeover of Chicago’s bootlegging industry, a condominium building has recently been constructed.