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The Best John Cusack Movies of All Time

Updated September 22, 2019 9.5k votes 1.7k voters 89.2k views73 items

List RulesVote for your favorite John Cusack movies, regardless of critic reviews or how big the role was.

Here is the list of the best John Cusack movies of all time, ranked best to worst with movie trailers when available. John Cusack's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top John Cusack movies is decided by how many votes they receive, so only highly rated John Cusack movies will be at the top of the list. John Cusack has been in a lot of films, so people often debate each other over what the greatest John Cusack movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining John Cusack films to end the squabble once and for all.

John Cusack first came into popularity starring in teen movies such as Class, Sixteen Candles, and Better Off Dead. After starring in Cameron Crowe's Say Anything, John Cusack's career only improved as he landed leading roles in films like Con AirGrosse Pointe Blank, and High Fidelity. Known for his romantic comedy performances (Serendipity, America's Sweethearts), John Cusack has also starred in the thriller Identity, in the critically acclaimed drama Adaptation, and even in the historical action epic Dragon Blade alongside Jackie Chan. With such a large and diverse filmography, John Cusack is one of Hollywood's biggest stars. 

If you think the best John Cusack role isn't at the top, then upvote it so it has the chance to become number one. The greatest John Cusack performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

"This list answers the questions, "What are the best John Cusack movies?" and "What are the greatest John Cusack roles of all time?"

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  • 1
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    Say Anything...

    John Cusack, Jeremy Piven
    Say Anything... is a 1989 American romantic comedy-drama film written and directed by Cameron...  more

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    #37 of 60 The Best Movies to Curl Up And Watch When You're Sick#2 of 19 19 Terrible Movies For A First Date, According To Twitter

  • 2
    345
    74

    Better Off Dead

    John Cusack, E.G. Daily
    This film is a 1985 American teen romantic comedy film starring John Cusack and written and...  more

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    #27 of 433 The Best Lifetime Movies Ever Made#259 of 456 The Most Quotable Movies Of All Time

  • 3
    363
    87

    High Fidelity

    Catherine Zeta-Jones, Bruce Springsteen
    High Fidelity is a 2000 American comedy-drama film directed by Stephen Frears and starring...  more

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    #869 of 1,506 The Most Rewatchable Movies#18 of 195 The Best Movies About Music

  • 4
    405
    80

    Grosse Pointe Blank

    Dan Aykroyd, John Cusack
    Grosse Pointe Blank is a 1997 American comedy film directed by George Armitage, and starring...  more

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    #342 of 440 Your Favorite Movies of the 1990s#98 of 252 The Funniest '90s Movies

  • 5
    271
    60

    Sixteen Candles

    John Cusack, Molly Ringwald
    Sixteen Candles is a 1984 American coming-of-age comedy film starring Molly Ringwald, Michael...  more

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    #63 of 126 The Greatest Directorial Debuts Of All Time#26 of 201 The Best Teen Romance Movies

  • 6
    238
    50

    The Sure Thing

    John Cusack, Tim Robbins
    The Sure Thing is a 1985 romantic comedy written by Steven L. Bloom and Jonathan Roberts and...  more

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    #63 of 141 The Best College Movies Ever#40 of 172 The Greatest Teen Movies Of The 1980s

  • 7
    222
    43

    Stand by Me

    Kiefer Sutherland, Corey Feldman
    Stand by Me is a 1986 American coming of age comedy-drama adventure film directed by Rob...  more

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    Behind-The-Scenes Stories From 'Stand By Me' That Prove The Film Shaped The Child Actors#12 of 73 The Greatest Movies To Watch Outside

  • 8
    211
    50

    Runaway Jury

    Rachel Weisz, Dustin Hoffman
    Runaway Jury is a 2003 American thriller film directed by Gary Fleder and starring John...  more

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    #184 of 376 The Best Movies Based On Books#282 of 306 The Best Ensemble Movies

  • 9
    246
    73

    Con Air

    Nicolas Cage, John Malkovich
    Con Air is a 1997 American action film directed by Simon West and produced by Jerry...  more

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    14 Turbulent Behind-The-Scenes Stories From ‘Con Air’#1 of 20 20 Bad Movies That Are Actually Really Good

  • 10
    324
    89

    Serendipity

    Kate Beckinsale, John Cusack
    Serendipity is a 2001 American romantic comedy film, starring John Cusack and Kate Beckinsale....  more

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    #77 of 127 The Best Christmas Movies of All Time#171 of 246 The Best Rainy Day Movies

  • 11
    173
    38

    One Crazy Summer

    Demi Moore, John Cusack
    One Crazy Summer is a 1986 romantic comedy film written and directed by Savage Steve Holland,...  more

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    #202 of 512 The Greatest Movies Of The 1980s, Ranked#139 of 304 The Funniest '80s Movies

  • 12
    142
    29

    Eight Men Out

    Charlie Sheen, Christopher Lloyd
    Eight Men Out is a drama film based on Eliot Asinof's 1963 book 8 Men Out. It was written and...  more

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    #31 of 204 The Best Sports Movies Ever Made#14 of 112 The All-Time Best Baseball Films

  • 13
    170
    38

    The Grifters

    Annette Bening, John Cusack
    The Grifters is a 1990 neo-noir film directed by Stephen Frears, produced by Martin Scorsese,...  more
  • 14
    196
    45

    1408

    Samuel L. Jackson, John Cusack
    1408 is a 2007 American psychological horror film based on the Stephen King 1999 short story...  more

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    #17 of 58 The Best Movies Based on Stephen King Books#13 of 20 Horror Movies That Originally Had Much Darker Endings

  • 15
    200
    57

    Being John Malkovich

    Cameron Diaz, Brad Pitt
    Being John Malkovich is a 1999 American fantasy comedy film written by Charlie Kaufman and...  more

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    #16 of 135 The Most Confusing Movies Ever Made#5 of 103 Great Quirky Movies for Grown-Ups

  • 16
    194
    63

    Hot Tub Time Machine

    Chevy Chase, Lyndsy Fonseca
    Hot Tub Time Machine is a 2010 American science fiction adventure comedy film directed by...  more

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    #393 of 923 The All-Time Greatest Comedy Films#226 of 1,139 The Absolute Funniest Movies Of All Time

  • 17
    126
    40

    Pushing Tin

    Angelina Jolie, Cate Blanchett
    Pushing Tin is a 1999 comedy-drama film directed by Mike Newell. It centers on Nick Falzone, a...  more
  • 18
    149
    66

    2012

    Amanda Peet, Woody Harrelson
    2012 is a 2009 American science fiction disaster adventure film directed and co-written by...  more

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    #7 of 318 The Greatest Disaster Movies of All Time#117 of 180 The Best Dystopian And Near Future Movies

  • 19
    164
    48

    Must Love Dogs

    Diane Lane, John Cusack
    Must Love Dogs is a 2005 romantic comedy film based on Claire Cook's eponymous 2002 novel....  more

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    #4 of 24 The Best Movies About a Midlife Crisis in Women#133 of 387 The Greatest Romantic Comedies Of All Time

  • 20
    217
    134

    Identity

    Amanda Peet, John Cusack
    Identity is a 2003 American psychological thriller film directed by James Mangold from a...  more

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    #28 of 231 The Best Psychological Thrillers of All Time#242 of 720 The Best Horror Movies Of All Time

  • 21
    116
    42

    The Raven

    Alice Eve, John Cusack
    The Raven is a 2012 American mystery thriller film directed by James McTeigue and based on a...  more
  • 22
    117
    53

    America's Sweethearts

    Julia Roberts, Catherine Zeta-Jones
    America's Sweethearts is a 2001 romantic comedy film directed by Joe Roth and written by Billy...  more

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    #295 of 782 The Greatest Chick Flicks Ever Made#29 of 135 The Best Movies About Movies

  • 23
    174
    41
    Midnight in the Garden of Good and Evil is a 1997 American drama film directed by Clint...  more
  • 24
    75
    27

    The Ice Harvest

    John Cusack, Billy Bob Thornton
    The Ice Harvest is a 2005 thriller comedy film directed by Harold Ramis and written by Richard...  more

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    #45 of 81 The Best Winter Movies#21 of 53 The Best Billy Bob Thornton Movies

  • 25
    103
    35

    The Thin Red Line

    George Clooney, John Travolta
    The Thin Red Line is a 1998 American ensemble epic film written and directed by Terrence...  more

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    #41 of 376 The 50+ Best War Movies Ever Made, Ranked#369 of 549 The Greatest Epic Movies Ever Made