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John Torrio
In 1915 Colosimo gave Torrio a full time job running some of Chicago's seediest prostitution dens from his uncle " Big Jim Colosimo" . Torrio eventually ran all of Colosimo's businesses while Big Jim sat back and recived his money. With Prohibition introduced, Torrio tried to convince Colosimo to use his prostitution empire to grab bootlegging rackets, he refusd. John worked with Al Capon to assasinate his uncle and when he was out of the way, he started moving booze rackets. -
Dion O'Banion
O'Banion was the leader of a large and powerful gang called the North Siders. His gang hijacked brooze shipments from John Torrio.This created a bloody rivalry. -
Hymie Weiss
Weiss became the Boss of the North Siders and began plotting the demise of those responsible for the death of his good friend. He sent out a lot of hits on Torrio and Al Capone, with lots of fails. -
“Big Jim” Colosimo
“Big Jim” Colosimo owned a warehouse where he would attract young women with the hope of a job and would ensalve them into his Whorehouse. He sold the women to other Whorehouses. He was also involved in gambling, extortion, and numerous other criminal activities. -
Tony Accardo
Antonino dedicated himself to a life of organized crime. Accardo came as a hitman for Al Capone who allegedly participated in the Valentine's Day Massacre. Never convicted of his crimes, Accardo denied any ties to the mob until his death in 1992. -
Al Capone
Al Capone is perhaps the most notorious mobster ever. He Became the boss of the Colosimo after Torrio was seriously wounded. He was dedicated to smuggling and bootlegging liquor, and other illegal activities such as prostitution, in Chicago. -
George 'Bugs' Moran
Bugs became the leader of the North Siders after the death of O'Banion. He had a rivalrly with Al Capone and his gang. Both sides would have bloody fights. -
Tony Spilotro
Anthony "The Ant" Spilotro was an Italian-American mobster and enforcer for the Chicago Outfit in Las Vegas, Nevada during the 1970s and 1980s. His job was to protect and oversee the Outfit's illegal casino profits (the "skim"). Spilotro replaced Outfit member Marshall Caifano in Las Vegas. -
Everleigh Club
The Everleigh Club was a high-class brothel which operated in Chicago, Illinois from February 1900 until October 1911. It was owned and operated by Ada and Minna Everleigh.The building which housed the Everleigh Club was eventually razed in July 1933. -
Joseph John Aiuppa
Joseph John Aiuppa (December 1, 1907 – February 22, 1997), also known as "Doves," "Mourning Doves," "O'Brien," or "Joey Doves," was a Chicago mobster who became a leader of the Chicago Outfit.He began his criminal career as a muscleman and hired gun for Al Capone in 1935; by 1970 he had risen high in the Chicago mob. Convicted in 1985, he was sentenced to 28 years, and died in 1997. -
Sam Giancana
Giancana joined the Federal Bureau of Investigation as a witness in the prosecution of organized crime in Chicago. The police detailed officers to guard his house in Oak Park, Illinois. However, on the night of June 19, 1975 he was shot 7 times. Giancana was killed shortly before he was scheduled to appear before a U. S. Senate committee investigating supposed CIA and Cosa Nostra collusion in plots to assassinate President John F. Kennedy. -
Frank Calabrese
On April 25, 2005, Frank Calabrese, and a large number of high-profile Chicago Outfit gangsters were charged with murder, racketeering, extortion, and running an illegal gambling business as part of the federal-government initiated "Operation Family Secrets" investigation. On March 21, 1997, Calabrese and his sons pleaded guilty to the charges, just weeks before they were set to go to trial. "I'm very sad that this brings my kids into something that should never have happened," Calabrese told. -
Joseph Lombardo
