Al Capone, also known by the nickname Scarface, was one of the most notorious American gangsters who controlled the organised crime in Chicago between 1925 and 1931. He was known for violence and cruelty in eliminating rival gang members, the most infamous incident being the St. Valentine’s Day Massacre. His life inspired numerous books and films.
Michael Franzese's story of being an influential member of the Colombo crime family to becoming a motivational speaker and writer inspired several works of art, including Martin Scorsese's 1990 film Goodfellas where he was played by actor Joseph Bono. In 1986, he was named in Fortune magazine's list of Fifty Most Wealthy and Powerful Mafia Bosses.
Notorious mobster Bugsy Siegel held significant influence within the Italian-American Mafia and was regarded as a “celebrity gangster.” Good-looking and charismatic, he was an enigmatic figure. He played a key role in the development of the Las Vegas Strip. Noted for his prowess with guns, he met a grisly end when he was shot dead in 1947.
Frank Costello was an Italian-American kingpin of the famous Luciano crime family. After serving as a trusted consigliere for the Luciano crime family under Lucky Luciano, Costello became acting boss in 1937 when underboss Genovese fled to Italy, while Luciano was imprisoned. However, he retired in 1957 to avoid an altercation with Genovese, who wanted to rule the crime family.
10 Mickey Cohen
Mickey Cohen was a gangster who became involved with the Chicago Outfit before running multiple businesses like casinos, nightclubs, gas stations, and floral shops. His association with the underworld and his violent methods make him a popular choice for gangster character in crime films; he has been portrayed by popular actors in films like Bugsy, L.A. Confidential, and Gangster Squad.
13 Danny Greene
Mobster Danny Greene was an associate of Cleveland-based gangster John Nardi in the 1970s’ gang war, in which they set off car bombs. Greene served as the president of the International Longshoremen's Association and also had his own gang, named the Celtic Club. He was assassinated in a car-bomb attack.
Gangster and mafia boss Carmine Persico, also known as The Snake, Junior, and Immortal, led the New York-based Colombo crime family for a long time. He had been convicted for a number of crimes, including racketeering and loan-sharking and was serving a 139-year sentence when he died in 2019.
16 Sam Giancana
Sam Giancana was an American gangster. From 1957 to 1966, Giancana was the boss of the Chicago Outfit. He played a major role in the Central Intelligence Agency's plot to kill Cuban leader Fidel Castro as the CIA sought his help in their bid to assassinate Castro. Over the years, Giancana has been depicted in films, TV series, and literature.
17 Paul Vario
18 Roy DeMeo
Roy DeMeo was an Italian-American gangster in the Gambino crime family of New York City. He was the leader of the DeMeo crew, a gang notorious for committing a series of brutal murders. He was involved in various illegal endeavors and was a silent partner in a peep show/prostitution establishment. His bullet-ridden body was found under mysterious circumstances in 1983.