film The Best Jake Gyllenhaal Movies  

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List Rules Vote for your favorite movies, regardless of critic reviews or how big the role was.

This is a list of the best Jake Gyllenhaal movies, ranked best to worst - with movie trailers when available. Jake Gyllenhaal's first role was in the 1991 film City Slickers alongside Billy Crystal and Daniel Stern. Jake Gyllenhaal'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 Jake Gyllenhaal movies is decided by how many votes they receive, so only highly rated Jake Gyllenhaal movies will be at the top of the list. 

This list answers the questions, "What are the best Jake Gyllenhaal movies?," "What are the greatest Jake Gyllenhaal roles of all time?," and "How do Gyllenhaal's recent films compare with his first?" The greatest Jake Gyllenhaal performances didn't necessarily come from the best movies, but in most cases they go hand in hand. Famous flicks like Donnie Darko and Zodiac. appear on this Jake Gyllenhaal filmography, but it's up to fans like you to decide upon the best. If you think the best Jake Gyllenhaal role isn't at the top, then upvote it so it has the chance to become number one. 

If you are a fan of Gyllenhaal's dark performances, you might also enjoy our list of best Robert Downey, Jr. movies and best Heath Ledger movies.

If you're a fan of Jake Gyllenhaal, then check out our lists of the best Josh Brolin and Andrew Dice Clay movies as well.

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1
306 58
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Prisoners Hugh Jackman, Jake Gyllenhaal, Maria Bello Prisoners is a 2013 crime drama thriller film written by Aaron Guzikowski and directed by Denis Villeneuve.

2
210 24
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teddybear1029 added Nightcrawler Jake Gyllenhaal, Rene Russo, Bill Paxton Nightcrawler is a 2014 American neo-noir crime thriller film written and directed by Dan Gilroy in his directorial debut. The film stars Jake Gyllenhaal as a thief who starts shooting footage of ...more

3
333 63
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Donnie Darko Drew Barrymore, Ashley Tisdale, Jake Gyllenhaal Donnie Darko is a 2001 American supernatural drama film written and directed by Richard Kelly and starring Jake Gyllenhaal, Drew Barrymore, Patrick Swayze, Maggie Gyllenhaal, Noah Wyle, Jena ...more

4
235 48
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Zodiac Robert Downey Jr., Jake Gyllenhaal, Mark Ruffalo Zodiac is a 2007 American mystery-thriller film directed by David Fincher and based on Robert Graysmith's non-fiction book of the same name. The Paramount Pictures and Warner Bros. joint ...more

5
276 74
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Brokeback Mountain Anne Hathaway, Jake Gyllenhaal, Kate Mara Brokeback Mountain is a 2005 American epic romantic drama film directed by Ang Lee. It is a film adaptation of the 1997 short story of the same name by Annie Proulx; the screenplay was written ...more

6
128 17
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Harley Rae Reid added Southpaw Rachel McAdams, Jake Gyllenhaal, Naomie Harris Southpaw is a 2015 American sports drama film directed by Antoine Fuqua. A champion boxer (Jake Gyllenhaal) fights to get his daughter back as well as revive his professional career, after a ...more

7
215 51
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Source Code Jake Gyllenhaal, Michelle Monaghan, Vera Farmiga Source Code is a 2011 science fiction film directed by Duncan Jones, written by Ben Ripley, and starring Jake Gyllenhaal, Michelle Monaghan, Vera Farmiga, and Jeffrey Wright. The film had its ...more

8
185 39
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End of Watch Anna Kendrick, Jake Gyllenhaal, America Ferrera End of Watch is a 2012 American drama thriller film written and directed by David Ayer. It stars Jake Gyllenhaal and Michael Peña as Brian Taylor and Miguel Zavala, two Los Angeles Police ...more

9
144 35
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Jarhead Jake Gyllenhaal, Jamie Foxx, John Krasinski Jarhead is a 2005 biographical drama war film based on U.S. Marine Anthony Swofford's 2003 memoir of the same name, directed by Sam Mendes, starring Jake Gyllenhaal as Swofford with Jamie Foxx, ...more

10
82 6
Nocturnal Animals is listed (or ranked) 10 on the list The Best Jake Gyllenhaal Movies
Nocturnal Animals Amy Adams, Jake Gyllenhaal, Michael Shannon Nocturnal Animals is a 2016 American neo-noir psychological thriller film directed by Tom Ford, based on the 1993 novel Tony and Susan by Austin Wright. A divorced art gallery owner (Amy Adams) ...more

11
164 63
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The Day After Tomorrow Emmy Rossum, Jake Gyllenhaal, Dennis Quaid The Day After Tomorrow is a 2004 American climate fiction-disaster film co-written, directed, and produced by Roland Emmerich and starring Dennis Quaid, Jake Gyllenhaal, Ian Holm, Emmy Rossum, ...more

12
121 21
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vlad-vesa added Enemy Jake Gyllenhaal, Isabella Rossellini, Mélanie Laurent Enemy is a 2013 Canadian-Spanish psychological thriller film directed by Denis Villeneuve, loosely adapted by Javier Gullón from José Saramago's 2002 novel The Double. The film ...more

The Best Frank Sinatra Songs of All Time

13
132 31
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October Sky Jake Gyllenhaal, Laura Dern, Chris Cooper October Sky is a 1999 American biographical film directed by Joe Johnston, starring Jake Gyllenhaal, Chris Cooper and Laura Dern. It is based on the true story of Homer Hickam, a coal miner's ...more

14
115 27
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Brothers Natalie Portman, Jake Gyllenhaal, Carey Mulligan Brothers is a 2009 American psychological war thriller and a remake of Susanne Bier's 2004 Danish film Brødre, which takes place in Afghanistan and Denmark. The film stars Tobey Maguire, ...more

15
130 44
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Love & Other Drugs Anne Hathaway, Jake Gyllenhaal, Jaimie Alexander Love & Other Drugs is a 2010 romantic comedy film written and directed by Edward Zwick and based on the non-fiction book Hard Sell: The Evolution of a Viagra Salesman by Jamie Reidy. The ...more

16
71 28
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The Good Girl Jennifer Aniston, Zooey Deschanel, Jake Gyllenhaal The Good Girl is a 2002 comedy-drama film directed by Miguel Arteta from a script by Mike White, and stars Jennifer Aniston, Jake Gyllenhaal and John C. Reilly.

17
119 73
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Prince of Persia: The Sands of Time Gemma Arterton, Jake Gyllenhaal, Ben Kingsley Prince of Persia: The Sands of Time is a 2010 American adventure action fantasy film written by Jordan Mechner, Boaz Yakin, Doug Miro, and Carlo Bernard; directed by Mike Newell; produced by ...more

The Best Soft Rock Bands of All Time

18
66 35
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Bubble Boy Stacy Keibler, Jake Gyllenhaal, Zach Galifianakis Bubble Boy is a 2001 comedy film directed by Blair Hayes and stars Jake Gyllenhaal in the title role, written by Cinco Paul and Ken Daurio. It was inspired by the 1976 movie The Boy in the ...more

19
45 9
Demolition is listed (or ranked) 19 on the list The Best Jake Gyllenhaal Movies
Erwinnator91 added Demolition

20
53 22
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Proof Gwyneth Paltrow, Jake Gyllenhaal, Anthony Hopkins Proof is a 2005 American drama film directed by John Madden and starring Gwyneth Paltrow, Anthony Hopkins, Jake Gyllenhaal, and Hope Davis. It was written by Rebecca Miller, based on David ...more

21
50 33
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City Slickers Jake Gyllenhaal, Billy Crystal, Danielle Harris City Slickers is a 1991 American western comedy film directed by Ron Underwood and starring Billy Crystal, Daniel Stern, Bruno Kirby and Jack Palance, with supporting roles by Patricia Wettig, ...more

22
33 9
Everest is listed (or ranked) 22 on the list The Best Jake Gyllenhaal Movies
Erwin91 added Everest jason clarke, jake gyllenhaal, josh brolin Everest is a 2014 drama film written by Jeffrey Archer and Sheldon Turner and directed by Doug Liman.

23
40 26
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Rendition Reese Witherspoon, Meryl Streep, Jake Gyllenhaal Rendition is a 2007 abduction thriller film directed by Gavin Hood and starring Reese Witherspoon, Meryl Streep, Peter Sarsgaard, Alan Arkin, Jake Gyllenhaal and Omar Metwally. It centers on the ...more

24
40 28
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Life Jake Gyllenhaal, Rebecca Ferguson, Olga Dihovichnaya Life is a 2017 science fiction horror thriller film directed by Daniel Espinosa. The film stars Jake Gyllenhaal, Rebecca Ferguson, Olga Dihovichnaya, Ariyon Bakare, Hiroyuki Sanada and Ryan ...more

25
32 22
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Highway Jake Gyllenhaal, Jared Leto, Selma Blair Highway is a 2002 American independent drama film written by Scott Rosenberg and directed by James Cox. It stars Jared Leto, Jake Gyllenhaal, and Selma Blair.

26
30 23
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Moonlight Mile Jake Gyllenhaal, Susan Sarandon, Dustin Hoffman Moonlight Mile is a 2002 American romantic drama film written and directed by Brad Silberling. This film was loosely inspired by writer/director Brad Silberling's own experience. He was dating ...more

27
22 21
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A Dangerous Woman Jake Gyllenhaal, Maggie Gyllenhaal, Debra Winger A Dangerous Woman is a 1993 film directed by Stephen Gyllenhaal. The screenplay was written by his then wife Naomi Foner, loosely based on the award winning novel of the same name by Mary ...more

28
23 23
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Lovely and Amazing Jake Gyllenhaal, Emily Mortimer, Catherine Keener Lovely and Amazing is a 2001 American comedy-drama film written and directed by Nicole Holofcener.

29
8 1
Demolition is listed (or ranked) 29 on the list The Best Jake Gyllenhaal Movies
Demolition

30
24 43
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Accidental Love Jessica Biel, Jake Gyllenhaal, Kirstie Alley Accidental Love is a 2015 American comedy film directed by David O. Russell and written by Russell, Kristin Gore, Matthew Silverstein and Dave Jeser, from the novel Sammy's Hill by Gore. The ...more