List of the greatest fictional mobsters of TV, film, and comics. These rankings incorporate each of the best fictional gangster of all time. If you are curious to see if your favorite mob boss or sidekick from film and television has made it to cream of the crop status, peruse this list of the toughest and/or funniest gangsters ever invented by the writer who invented them and the actor who portrayed them.Some of the most popular media-made gangsters from onscreen history come from the ultimate mob movie, "The Godfather." Individuals will also notice that many of these make believe mafia members come from the godfather of all mafia shows, "The Soprano." While many of these television series and motion pictures feature characters who seem to be similar to real-life people from crime history, they are truly unique in their own ways. While Frank Costello is supposedly inspired by Boston's Whitey Bulger, Jack Nicholson's character in "The Departed" is so distinct that he's one of our favorite fictional (and thank goodness) gangsters.
wiabux added Jimmy Conway
James 'Jimmy' Conway is a fictional character from the 1990 film Goodfellas.
Tommy DeVito is a fictional character from the 1990 film Goodfellas.
Frank Costello is a fictional character from the 2006 film The Departed.
wiabux added Paul Cicero
Paul Cicero is a fictional character from the 1990 film Goodfellas.
Bill 'The Butcher' Cutting
Gangs of New York
Bill 'The Butcher' Cutting is a fictional character in the 2002 crime drama history film Gangs of New York.
Al Capone is a fictional character from the 1987 film The Untouchables.
Christopher Moltisanti is a fictional character from Cleaver.
wiabux added Sonny LoSpecchio
A Bronx Tale
Sonny LoSpecchio is a fictional character from the 1993 film A Bronx Tale.
Nicky Santoro is a fictional character from the 1995 film Casino.
The Usual Suspects
Keyser Söze is a fictional character and the main antagonist in the 1995 film The Usual Suspects, written by Christopher McQuarrie and directed by Bryan Singer. According to petty con ...more
Bonnie and Clyde
Bonnie Parker is a fictional character from the 1967 film Bonnie and Clyde.
Marsellus Wallace is a fictional character from the 1994 film Pulp Fiction.