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The Best John Cusack Movies of All Time 

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Updated September 22, 2019 10.9k votes 1.6k voters 85.7k views 73 items

List Rules Vote 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?"

John Cusack is no stranger to working with popular directors, including Robert Altman, Terrence Malick and Woody Allen. Movie fans who love John Cusack have also been known to enjoy films starring Ed Harris and Joan Cusack.

Data-driven recommendations based on voting from over 40 million monthly visits to Ranker. Try the free app
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1
Say Anything... is listed (or ranked) 1 on the list The Best John Cusack Movies of All Time
John Cusack, Jeremy Piven, Joan Cusack

Released: 1989

Directed by: Cameron Crowe

Say Anything... is a 1989 American romantic comedy-drama film written and directed by Cameron Crowe in his directorial debut. In 2002, Entertainment Weekly ranked Say Anything... as the greatest ...more

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#152 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #1,019 of 1,699 The Most Rewatchable Movies

2
High Fidelity is listed (or ranked) 2 on the list The Best John Cusack Movies of All Time
Catherine Zeta-Jones, Bruce Springsteen, Jack Black

Released: 2000

Directed by: Stephen Frears

High Fidelity is a 2000 American comedy-drama film directed by Stephen Frears and starring John Cusack and Iben Hjejle. The film is based on the 1995 British novel of the same name by Nick ...more

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#1,021 of 1,699 The Most Rewatchable Movies #59 of 344 Movies with the Best Soundtracks

3
Grosse Pointe Blank is listed (or ranked) 3 on the list The Best John Cusack Movies of All Time
Dan Aykroyd, John Cusack, Hank Azaria

Released: 1997

Directed by: George Armitage

Grosse Pointe Blank is a 1997 American comedy film directed by George Armitage, and starring John Cusack, Minnie Driver, Alan Arkin and Dan Aykroyd. The film received positive reviews from ...more

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#199 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #443 of 1,199 The Absolute Funniest Movies Of All Time

4
Better Off Dead is listed (or ranked) 4 on the list The Best John Cusack Movies of All Time
John Cusack, E.G. Daily, David Ogden Stiers

Released: 1985

Directed by: Savage Steve Holland

This film is a 1985 American teen romantic comedy film starring John Cusack and written and directed by Savage Steve Holland. It tells the story of high school student Lane Myer after his ...more

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#239 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #48 of 439 The Funniest '80s Movies

5
Sixteen Candles is listed (or ranked) 5 on the list The Best John Cusack Movies of All Time
John Cusack, Molly Ringwald, Joan Cusack

Released: 1984

Directed by: John Hughes

Sixteen Candles is a 1984 American coming-of-age comedy film starring Molly Ringwald, Michael Schoeffling and Anthony Michael Hall. It was written and directed by John Hughes.

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#54 of 571 The Greatest Movies Of The 1980s, Ranked #165 of 1,699 The Most Rewatchable Movies The Funniest Quotes From 'Sixteen Candles'

6
Stand by Me is listed (or ranked) 6 on the list The Best John Cusack Movies of All Time
Kiefer Sutherland, Corey Feldman, John Cusack

Released: 1986

Directed by: Rob Reiner

Stand by Me is a 1986 American coming of age comedy-drama adventure film directed by Rob Reiner and starring Wil Wheaton, River Phoenix, Corey Feldman and Jerry O'Connell. Based on the novella ...more

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#35 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #234 of 1,699 The Most Rewatchable Movies Behind-The-Scenes Stories From 'Stand By Me' That Prove The Film Shaped The Child Actors

7
Serendipity is listed (or ranked) 7 on the list The Best John Cusack Movies of All Time
Kate Beckinsale, John Cusack, Bridget Moynahan

Released: 2001

Directed by: Peter Chelsom

Serendipity is a 2001 American romantic comedy film, starring John Cusack and Kate Beckinsale. It was written by Marc Klein and directed by Peter Chelsom. The music score is composed by Alan ...more

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#25 of 172 The Greatest Date Movies of All Time #89 of 109 The Best Christmas Movies of All Time

8
The Sure Thing is listed (or ranked) 8 on the list The Best John Cusack Movies of All Time
John Cusack, Tim Robbins, Nicollette Sheridan

Released: 1985

Directed by: Rob Reiner

The Sure Thing is a 1985 romantic comedy written by Steven L. Bloom and Jonathan Roberts and directed by Rob Reiner. The film stars John Cusack, Daphne Zuniga, and Viveca Lindfors; it introduces ...more

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#339 of 571 The Greatest Movies Of The 1980s, Ranked #200 of 439 The Funniest '80s Movies

9
Con Air is listed (or ranked) 9 on the list The Best John Cusack Movies of All Time
Nicolas Cage, John Malkovich, Steve Buscemi

Released: 1997

Directed by: Simon West

Con Air is a 1997 American action film directed by Simon West and produced by Jerry Bruckheimer, producer of The Rock. It stars Nicolas Cage, John Cusack, and John Malkovich. The film borrows ...more

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#324 of 1,699 The Most Rewatchable Movies #154 of 548 The Greatest Movies for Guys #21 of 624 The Greatest Guilty Pleasure Movies

10
Identity is listed (or ranked) 10 on the list The Best John Cusack Movies of All Time
Amanda Peet, John Cusack, Alfred Molina

Released: 2003

Directed by: James Mangold

Identity is a 2003 American psychological thriller film directed by James Mangold from a screenplay written by Michael Cooney. The film stars John Cusack, Ray Liotta, Amanda Peet, Alfred Molina, ...more

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#35 of 250 The Best Psychological Thrillers of All Time #378 of 624 The Greatest Guilty Pleasure Movies

11
Runaway Jury is listed (or ranked) 11 on the list The Best John Cusack Movies of All Time
Rachel Weisz, Dustin Hoffman, Gene Hackman

Released: 2003

Directed by: Gary Fleder

Runaway Jury is a 2003 American thriller film directed by Gary Fleder and starring John Cusack, Gene Hackman, Dustin Hoffman, and Rachel Weisz. It is an adaptation of John Grisham's novel The ...more
12
Being John Malkovich is listed (or ranked) 12 on the list The Best John Cusack Movies of All Time
Cameron Diaz, Brad Pitt, Charlie Sheen

Released: 1999

Directed by: Spike Jonze

Being John Malkovich is a 1999 American fantasy comedy film written by Charlie Kaufman and directed by Spike Jonze. It stars John Cusack, Cameron Diaz and Catherine Keener, with John Malkovich ...more

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#237 of 1,199 The Absolute Funniest Movies Of All Time #117 of 493 The Funniest '90s Movies

13
1408 is listed (or ranked) 13 on the list The Best John Cusack Movies of All Time
Samuel L. Jackson, John Cusack, Kate Walsh

Released: 2007

Directed by: Mikael Håfström

1408 is a 2007 American psychological horror film based on the Stephen King 1999 short story of the same name directed by Swedish director Mikael Håfström. The movie stars John ...more

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#43 of 250 The Best Psychological Thrillers of All Time #15 of 20 Horror Movies That Originally Had Much Darker Endings #14 of 52 The Best Movies Based on Stephen King Books

14
The Grifters is listed (or ranked) 14 on the list The Best John Cusack Movies of All Time
Annette Bening, John Cusack, Martin Scorsese

Released: 1990

Directed by: Stephen Frears

The Grifters is a 1990 neo-noir film directed by Stephen Frears, produced by Martin Scorsese, and stars John Cusack, Anjelica Huston and Annette Bening. The screenplay was written by Donald E. ...more

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#1,401 of 1,699 The Most Rewatchable Movies #18 of 32 The Best Movies About Dysfunctional Families

15
Eight Men Out is listed (or ranked) 15 on the list The Best John Cusack Movies of All Time
Charlie Sheen, Christopher Lloyd, John Cusack

Released: 1988

Directed by: John Sayles

Eight Men Out is a drama film based on Eliot Asinof's 1963 book 8 Men Out. It was written and directed by John Sayles. The film is a dramatization of Major League Baseball's Black Sox scandal, ...more

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#167 of 266 The Best Ensemble Movies #10 of 88 The All-Time Best Baseball Films #98 of 219 The Best Historical Drama Movies Of All Time, Ranked

16
One Crazy Summer is listed (or ranked) 16 on the list The Best John Cusack Movies of All Time
Demi Moore, John Cusack, Jeremy Piven

Released: 1986

Directed by: Savage Steve Holland

One Crazy Summer is a 1986 romantic comedy film written and directed by Savage Steve Holland, and starring John Cusack, Demi Moore, Bobcat Goldthwait, Curtis Armstrong, and Joel Murray. The ...more

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#543 of 1,199 The Absolute Funniest Movies Of All Time #10 of 31 Great Movies Set Along the Coast

17
Hot Tub Time Machine is listed (or ranked) 17 on the list The Best John Cusack Movies of All Time
Chevy Chase, Lyndsy Fonseca, Lizzy Caplan

Released: 2010

Directed by: Steve Pink

Hot Tub Time Machine is a 2010 American science fiction adventure comedy film directed by Steve Pink. It stars John Cusack, Rob Corddry, Craig Robinson, Clark Duke, Crispin Glover, Lizzy Caplan, ...more

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#215 of 1,199 The Absolute Funniest Movies Of All Time #180 of 1,017 The All-Time Greatest Comedy Films The Most Hilarious Quotes From 'Hot Tub Time Machine'

18
Must Love Dogs is listed (or ranked) 18 on the list The Best John Cusack Movies of All Time
Diane Lane, John Cusack, Christopher Plummer

Released: 2005

Directed by: Gary David Goldberg

Must Love Dogs is a 2005 romantic comedy film based on Claire Cook's eponymous 2002 novel. Starring Diane Lane and John Cusack, it is the third film directed and written by Gary David Goldberg ...more

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#219 of 804 The Greatest Chick Flicks Ever Made #131 of 380 The Greatest Romantic Comedies of All Time

19
Pushing Tin is listed (or ranked) 19 on the list The Best John Cusack Movies of All Time
Angelina Jolie, Cate Blanchett, John Cusack

Released: 1999

Directed by: Mike Newell

Pushing Tin is a 1999 comedy-drama film directed by Mike Newell. It centers on Nick Falzone, a cocky air traffic controller who quarrels over proving "who's more of a man" with fellow ...more
20
2012 is listed (or ranked) 20 on the list The Best John Cusack Movies of All Time
Amanda Peet, Woody Harrelson, Thandie Newton

Released: 2009

Directed by: Roland Emmerich

2012 is a 2009 American science fiction disaster adventure film directed and co-written by Roland Emmerich. It stars John Cusack, Chiwetel Ejiofor, Amanda Peet, Oliver Platt, Thandie Newton, ...more

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#720 of 1,699 The Most Rewatchable Movies #328 of 410 The Best Rainy Day Movies

21
Midnight in the Garden o... is listed (or ranked) 21 on the list The Best John Cusack Movies of All Time
Kevin Spacey, Jude Law, John Cusack

Released: 1997

Directed by: Clint Eastwood

Midnight in the Garden of Good and Evil is a 1997 American drama film directed by Clint Eastwood, and an adaptation of the book of the same name by John Berendt, which was based on real-life ...more
22
America's Sweethearts is listed (or ranked) 22 on the list The Best John Cusack Movies of All Time
Julia Roberts, Catherine Zeta-Jones, Emma Roberts

Released: 2001

Directed by: Joe Roth

America's Sweethearts is a 2001 romantic comedy film directed by Joe Roth and written by Billy Crystal and Peter Tolan. It stars Julia Roberts, Billy Crystal, John Cusack and Catherine ...more

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#46 of 135 The Best Movies About Movies #126 of 380 The Greatest Romantic Comedies of All Time

23
The Raven is listed (or ranked) 23 on the list The Best John Cusack Movies of All Time
Alice Eve, John Cusack, Brendan Gleeson

Released: 2012

Directed by: James McTeigue

The Raven is a 2012 American mystery thriller film directed by James McTeigue and based on a screenplay by Ben Livingston and Hannah Shakespeare. It stars John Cusack, Alice Eve, Brendan Gleeson ...more
24
The Frozen Ground is listed (or ranked) 24 on the list The Best John Cusack Movies of All Time
Vanessa Hudgens, Nicolas Cage, 50 Cent

Released: 2013

Directed by: Scott Walker

The Frozen Ground is a 2013 American mystery thriller film written and directed by Scott Walker, his first feature film, based on the real-life 1980s Alaskan hunt for serial killer Robert ...more
25
The Ice Harvest is listed (or ranked) 25 on the list The Best John Cusack Movies of All Time
John Cusack, Billy Bob Thornton, Randy Quaid

Released: 2005

Directed by: Harold Ramis

The Ice Harvest is a 2005 thriller comedy film directed by Harold Ramis and written by Richard Russo and Robert Benton, based on the novel of the same name by Scott Phillips. It stars John ...more