Watchworthy
776 voters

The Greatest Mobsters & Gangster of Film and TV

7.4k votes 776 voters 18.6k views67 items

List RulesGangster, mobster, and mafia characters from TV and film, including fictional depictions of real people

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. 
Photo:
...more
  • Vito Corleone1
    311
    64

    Vito Corleone

    The Godfather Saga, The Godfather
    Vito Andolini Corleone is a fictional character in Mario Puzo's novel The Godfather and in...  more

    More Vito Corleone 

    #13 of 96 The Most Likable Movie Antiheroes#3 of 17 17 Times Authors Thought Movie Adaptations Cast Their Characters Perfectly

  • Tony Soprano2
    353
    65

    Tony Soprano

    The Sopranos
    Anthony John "Tony" Soprano is an Italian-American fictional character and the protagonist in...  more

    More Tony Soprano 

    #7 of 1,295 The Greatest TV Characters of All Time#50 of 94 Which TV Dad Do You Wish Was Your Own?

  • Michael Corleone3
    305
    64

    Michael Corleone

    The Godfather Saga, The Godfather Part II
    Michael Corleone is a fictional character in Mario Puzo's novels, The Godfather and The...  more

    More Michael Corleone 

    #26 of 73 The Greatest Fictional Bosses#9 of 20 The Most Manipulative Characters in Film

  • Tony Montana4
    232
    76

    Tony Montana

    Scarface
    Antonio Raimundo "Tony" Montana is a fictional character and the protagonist of the 1983 film...  more

    More Tony Montana 

    #55 of 132 The Most Hardcore Big Screen Action Heroes#10 of 17 17 Characters Who Broke Bad (Other Than Walter White)

  • Jimmy Conway5
    203
    39

    Jimmy Conway

    Goodfellas
    James 'Jimmy' Conway is a fictional character from the 1990 film Goodfellas....  more
  • Tommy DeVito6
    158
    53

    Tommy DeVito

    Goodfellas
    Tommy DeVito is a fictional character from the 1990 film Goodfellas....  more

    More Tommy DeVito 

    #52 of 77 The Most Memorable Film Sidekicks Ever#71 of 95 Movie Tough Guys Without Super Powers or a Super Suit

  • Paul Cicero7
    150
    50

    Paul Cicero

    Goodfellas
    Paul Cicero is a fictional character from the 1990 film Goodfellas....  more
  • Frank Costello8
    137
    62

    Frank Costello

    The Departed
    Frank Costello is a fictional character from the 2006 film The Departed....  more
  • Silvio Dante9
    120
    35

    Silvio Dante

    The Sopranos, Cleaver
    Silvio Manfred Dante, often referred to as "Sil", played by Steven Van Zandt, is a fictional...  more
  • Sonny Corleone10
    150
    53

    Sonny Corleone

    The Godfather Saga, The Godfather Part II
    Santino "Sonny" Corleone is a fictional character in Mario Puzo's 1969 novel The Godfather and...  more
  • Al Capone11
    119
    63

    Al Capone

    The Untouchables
    Al Capone is a fictional character from the 1987 film The Untouchables....  more
  • Sonny LoSpecchio12
    97
    39

    Sonny LoSpecchio

    A Bronx Tale
    Sonny LoSpecchio is a fictional character from the 1993 film A Bronx Tale....
  • Bill 'The Butcher' Cutting13
    112
    69
    Bill 'The Butcher' Cutting is a fictional character in the 2002 crime drama history film Gangs...  more

    More Bill 'The Butcher' Cutting 

    #17 of 20 Iconic Roles That Nobody Else Should Ever, Ever Play#7 of 11 11 Evil Villains Who Were Still Kind Of Good Parental Figures

  • Paulie Gualtieri14
    144
    43

    Paulie Gualtieri

    The Sopranos
    Peter Paul "Paulie Walnuts" Gualtieri played by Tony Sirico, is a fictional character on the...  more
  • Nicky Santoro15
    86
    41
    Nicky Santoro is a fictional character from the 1995 film Casino....  more
  • Pete Clemenza16
    103
    42

    Pete Clemenza

    The Godfather, The Godfather
    Peter Clemenza is a fictional character appearing in Mario Puzo's novel The Godfather and two...  more
  • Fat Tony17
    95
    64

    Fat Tony

    The Simpsons Movie, The Simpsons
    Marion Anthony "Fat Tony" D'Amico is a recurring character in the animated sitcom The...  more
  • Johnny Sack18
    John Sacrimoni, commonly known as Johnny Sack, is a fictional character on the HBO TV series...  more
  • Christopher Moltisanti19
    125
    67
    Christopher Moltisanti is a fictional character from Cleaver....  more
  • Keyser Söze20
    76
    56

    Keyser Söze

    The Usual Suspects
    Keyser Söze is a fictional character and the main antagonist in the 1995 film The Usual...  more

    More 

    #103 of 876 The Greatest Movie Villains Of All Time#607 of 3,510 The Best Movie Characters Of All Time

  • Bonnie Parker21
    54
    41

    Bonnie Parker

    Bonnie and Clyde
    Bonnie Parker is a fictional character from the 1967 film Bonnie and Clyde....

    More 

    #149 of 411 The Greatest Female Characters in Film History#33 of 82 The Very Best Actress Performances, Ranked

  • Jules Winnfield22
    46
    22

    Jules Winnfield

    Pulp Fiction

    More Jules Winnfield 

    #6 of 20 The Most Lethal Assassins In Movie History#1 of 119 The Greatest Black Characters in Film History

  • Nucky Thompson23
    62
    27

    Nucky Thompson

    Boardwalk Empire
    Enoch Malachi "Nucky" Thompson is a fictional character and the protagonist of the HBO TV...  more

    More Nucky Thompson 

    #219 of 291 The Best TV Villains Of All Time#85 of 102 The Greatest Bad Boys in TV History

  • Frank Pentangeli24
    59
    42

    Frank Pentangeli

    The Godfather Part II, The Godfather
    Frank "Frankie Five Angels" Pentangeli is a fictional character from the film The Godfather...  more
  • Vincent Mancini-Corleone25
    69
    44

    Vincent Mancini-Corleone

    The Godfather Part III, The Godfather
    Vincent Santino Corleone is a fictional character in the 1990 feature film The Godfather Part...  more