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The Best John Cusack Movies of All Time

Updated September 22, 2019 9.6k votes 1.7k voters 87.8k 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
    Better Off Dead is listed (or ranked) 1 on the list The Best John Cusack Movies of All Time
    353
    69

    Better Off Dead

    John Cusack, E.G. Daily

    Released1985

    Directed bySavage Steve Holland

    This film is a 1985 American teen romantic comedy film starring John Cusack and written and... more on Wikipediaamazon buy button
  • 2
    Say Anything... is listed (or ranked) 2 on the list The Best John Cusack Movies of All Time
    384
    85

    Say Anything...

    John Cusack, Jeremy Piven

    Released1989

    Directed byCameron Crowe

    Say Anything... is a 1989 American romantic comedy-drama film written and directed by Cameron... more on Wikipediaamazon buy button
  • 3
    High Fidelity is listed (or ranked) 3 on the list The Best John Cusack Movies of All Time
    375
    79

    High Fidelity

    Catherine Zeta-Jones, Bruce Springsteen

    Released2000

    Directed byStephen Frears

    High Fidelity is a 2000 American comedy-drama film directed by Stephen Frears and starring... more on Wikipediaamazon buy button

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    #1033 of 1,647 The Most Rewatchable Movies#347 of 675 The Best Movies Roger Ebert Gave Four Stars

  • 4
    Grosse Pointe Blank is listed (or ranked) 4 on the list The Best John Cusack Movies of All Time
    414
    78

    Grosse Pointe Blank

    Dan Aykroyd, John Cusack

    Released1997

    Directed byGeorge Armitage

    Grosse Pointe Blank is a 1997 American comedy film directed by George Armitage, and starring... more on Wikipediaamazon buy button
  • 5
    Sixteen Candles is listed (or ranked) 5 on the list The Best John Cusack Movies of All Time
    278
    59

    Sixteen Candles

    John Cusack, Molly Ringwald

    Released1984

    Directed byJohn Hughes

    Sixteen Candles is a 1984 American coming-of-age comedy film starring Molly Ringwald, Michael... more on Wikipediaamazon buy button
  • 6
    The Sure Thing is listed (or ranked) 6 on the list The Best John Cusack Movies of All Time
    237
    52

    The Sure Thing

    John Cusack, Tim Robbins

    Released1985

    Directed byRob Reiner

    The Sure Thing is a 1985 romantic comedy written by Steven L. Bloom and Jonathan Roberts and... more on Wikipediaamazon buy button
  • 7
    Stand by Me is listed (or ranked) 7 on the list The Best John Cusack Movies of All Time
    225
    42

    Stand by Me

    Kiefer Sutherland, Corey Feldman

    Released1986

    Directed byRob Reiner

    Stand by Me is a 1986 American coming of age comedy-drama adventure film directed by Rob... more on Wikipediaamazon buy button

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    Behind-The-Scenes Stories From 'Stand By Me' That Prove The Film Shaped The Child Actors#37 of 206 The Best Adventure Movies

  • 8
    Serendipity is listed (or ranked) 8 on the list The Best John Cusack Movies of All Time
    347
    89

    Serendipity

    Kate Beckinsale, John Cusack

    Released2001

    Directed byPeter Chelsom

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

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    #191 of 355 The Best Rainy Day Movies#28 of 115 The Greatest Date Movies of All Time

  • 9
    Runaway Jury is listed (or ranked) 9 on the list The Best John Cusack Movies of All Time
    220
    49

    Runaway Jury

    Rachel Weisz, Dustin Hoffman

    Released2003

    Directed byGary Fleder

    Runaway Jury is a 2003 American thriller film directed by Gary Fleder and starring John... more on Wikipediaamazon buy button

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    #194 of 364 The Best Movies Based On Books#159 of 261 The Best Ensemble Movies

  • 10
    Con Air is listed (or ranked) 10 on the list The Best John Cusack Movies of All Time
    259
    76

    Con Air

    Nicolas Cage, John Malkovich

    Released1997

    Directed bySimon West

    Con Air is a 1997 American action film directed by Simon West and produced by Jerry... more on Wikipediaamazon buy button

    More Con Air 

    #36 of 560 The Greatest Guilty Pleasure Movies#83 of 481 The Greatest Movies For Guys

  • 11
    Identity is listed (or ranked) 11 on the list The Best John Cusack Movies of All Time
    229
    54

    Identity

    Amanda Peet, John Cusack

    Released2003

    Directed byJames Mangold

    Identity is a 2003 American psychological thriller film directed by James Mangold from a... more on Wikipediaamazon buy button

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    #23 of 242 The Best Psychological Thrillers of All Time#253 of 714 The Best Horror Movies Of All Time

  • 12
    The Grifters is listed (or ranked) 12 on the list The Best John Cusack Movies of All Time
    177
    40

    The Grifters

    Annette Bening, John Cusack

    Released1990

    Directed byStephen Frears

    The Grifters is a 1990 neo-noir film directed by Stephen Frears, produced by Martin Scorsese,... more on Wikipediaamazon buy button

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    #18 of 80 The Best Con Movies#17 of 36 The Best Movies About Dysfunctional Families

  • 13
    Eight Men Out is listed (or ranked) 13 on the list The Best John Cusack Movies of All Time
    149
    30

    Eight Men Out

    Charlie Sheen, Christopher Lloyd

    Released1988

    Directed byJohn Sayles

    Eight Men Out is a drama film based on Eliot Asinof's 1963 book 8 Men Out. It was written and... more on Wikipediaamazon buy button

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    #13 of 78 The All-Time Best Baseball Films#33 of 172 The Best Sports Movies Ever Made

  • 14
    One Crazy Summer is listed (or ranked) 14 on the list The Best John Cusack Movies of All Time
    170
    41

    One Crazy Summer

    Demi Moore, John Cusack

    Released1986

    Directed bySavage Steve Holland

    One Crazy Summer is a 1986 romantic comedy film written and directed by Savage Steve Holland,... more on Wikipediaamazon buy button

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    #134 of 314 The Funniest '80s Movies#206 of 522 The Greatest Movies Of The 1980s, Ranked

  • 15
    Being John Malkovich is listed (or ranked) 15 on the list The Best John Cusack Movies of All Time
    210
    58

    Being John Malkovich

    Cameron Diaz, Brad Pitt

    Released1999

    Directed bySpike Jonze

    Being John Malkovich is a 1999 American fantasy comedy film written by Charlie Kaufman and... more on Wikipediaamazon buy button

    More Being John Malkovich 

    #118 of 252 The Funniest '90s Movies#149 of 378 The Best Movies To Watch Stoned

  • 16
    1408 is listed (or ranked) 16 on the list The Best John Cusack Movies of All Time
    203
    47

    1408

    Samuel L. Jackson, John Cusack

    Released2007

    Directed byMikael Håfström

    1408 is a 2007 American psychological horror film based on the Stephen King 1999 short story... more on Wikipediaamazon buy button
  • 17
    Anastasia is listed (or ranked) 17 on the list The Best John Cusack Movies of All Time
    175
    26

    Anastasia

    Kirsten Dunst, Meg Ryan

    Released1997

    Directed byDon Bluth, Gary Goldman, Susan Beak, Geoff Beak

    Anastasia is a 1997 American animated musical fantasy drama film produced by Fox Animation... more on Wikipediaamazon buy button

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    It's Time To Admit The Cartoon 'Anastasia' Was Unspeakably Weird#834 of 1,189 Every Oscar Winning Film Ever

  • 18
    Hot Tub Time Machine is listed (or ranked) 18 on the list The Best John Cusack Movies of All Time
    194
    67

    Hot Tub Time Machine

    Chevy Chase, Lyndsy Fonseca

    Released2010

    Directed bySteve Pink

    Hot Tub Time Machine is a 2010 American science fiction adventure comedy film directed by... more on Wikipediaamazon buy button

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    #216 of 1,137 The Absolute Funniest Movies Of All Time#416 of 922 The All-Time Greatest Comedy Films

  • 19
    Pushing Tin is listed (or ranked) 19 on the list The Best John Cusack Movies of All Time
    134
    42

    Pushing Tin

    Angelina Jolie, Cate Blanchett

    Released1999

    Directed byMike Newell

    Pushing Tin is a 1999 comedy-drama film directed by Mike Newell. It centers on Nick Falzone, a... more on Wikipediaamazon buy button
  • 20
    Must Love Dogs is listed (or ranked) 20 on the list The Best John Cusack Movies of All Time
    176
    52

    Must Love Dogs

    Diane Lane, John Cusack

    Released2005

    Directed byGary David Goldberg

    Must Love Dogs is a 2005 romantic comedy film based on Claire Cook's eponymous 2002 novel.... more on Wikipediaamazon buy button

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    #6 of 24 The Best Movies About a Midlife Crisis in Women#10 of 51 The Best Diane Lane Movies

  • 21
    2012 is listed (or ranked) 21 on the list The Best John Cusack Movies of All Time
    157
    69

    2012

    Amanda Peet, Woody Harrelson

    Released2009

    Directed byRoland Emmerich

    2012 is a 2009 American science fiction disaster adventure film directed and co-written by... more on Wikipediaamazon buy button

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    #9 of 404 The Greatest Disaster Movies of All Time#62 of 81 The Most Patriotic Movies of All Time

  • 22
    The Raven is listed (or ranked) 22 on the list The Best John Cusack Movies of All Time
    123
    44

    The Raven

    Alice Eve, John Cusack

    Released2012

    Directed byJames McTeigue

    The Raven is a 2012 American mystery thriller film directed by James McTeigue and based on a... more on Wikipediaamazon buy button
  • 23
    America's Sweethearts is listed (or ranked) 23 on the list The Best John Cusack Movies of All Time
    119
    55

    America's Sweethearts

    Julia Roberts, Catherine Zeta-Jones

    Released2001

    Directed byJoe Roth

    America's Sweethearts is a 2001 romantic comedy film directed by Joe Roth and written by Billy... more on Wikipediaamazon buy button

    More America's Sweethearts 

    #413 of 836 The Greatest Chick Flicks Ever Made#57 of 135 The Best Movies About Movies

  • 24
    Midnight in the Garden of Good is listed (or ranked) 24 on the list The Best John Cusack Movies of All Time
    183
    45

    Released1997

    Directed byClint Eastwood

    Midnight in the Garden of Good and Evil is a 1997 American drama film directed by Clint... more on Wikipediaamazon buy button
  • 25
    The Ice Harvest is listed (or ranked) 25 on the list The Best John Cusack Movies of All Time
    76
    29

    The Ice Harvest

    John Cusack, Billy Bob Thornton

    Released2005

    Directed byHarold Ramis

    The Ice Harvest is a 2005 thriller comedy film directed by Harold Ramis and written by Richard... more on Wikipediaamazon buy button
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