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.

list ordered by

275 51
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Prisoners Hugh Jackman, Jake Gyllenhaal, Maria Bello

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161 17
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teddybear1029 added Nightcrawler Jake Gyllenhaal, Rene Russo, Bill Paxton

301 58
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Donnie Darko Drew Barrymore, Ashley Tisdale, Jake Gyllenhaal

206 40
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Zodiac Robert Downey Jr., Jake Gyllenhaal, Mark Ruffalo

248 66
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Brokeback Mountain Anne Hathaway, Jake Gyllenhaal, Kate Mara

191 47
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Source Code Jake Gyllenhaal, Michelle Monaghan, Vera Farmiga

103 13
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Nicole Townsend added Southpaw Rachel McAdams, Jake Gyllenhaal, Naomie Harris

166 36
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End of Watch Anna Kendrick, Jake Gyllenhaal, America Ferrera

132 32
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Jarhead Jake Gyllenhaal, Jamie Foxx, John Krasinski

63 4
Nocturnal Animals is listed (or ranked) 10 on the list The Best Jake Gyllenhaal Movies
Nocturnal Animals Jake Gyllenhaal, Aaron Taylor-Johnson, Amy Adams

151 59
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The Day After Tomorrow Emmy Rossum, Jake Gyllenhaal, Dennis Quaid

103 17
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vlad-vesa added ENEMY Jake Gyllenhaal, Isabella Rossellini, Mélanie Laurent

120 30
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October Sky Jake Gyllenhaal, Laura Dern, Chris Cooper

119 41
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Love & Other Drugs Anne Hathaway, Jake Gyllenhaal, Jaimie Alexander

98 26
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Brothers Natalie Portman, Jake Gyllenhaal, Carey Mulligan

Jake Gyllenhaal's Loves & Hookups The Most Awkward Movies to Watch with Your Parents

68 27
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The Good Girl Jennifer Aniston, Zooey Deschanel, Jake Gyllenhaal

109 70
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Prince of Persia: The Sands of Time Gemma Arterton, Jake Gyllenhaal, Ben Kingsley

60 34
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Bubble Boy Stacy Keibler, Jake Gyllenhaal, Zach Galifianakis

47 20
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Proof Gwyneth Paltrow, Jake Gyllenhaal, Anthony Hopkins

32 7
Demolition is listed (or ranked) 20 on the list The Best Jake Gyllenhaal Movies
Erwinnator91 added Demolition

46 32
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City Slickers Jake Gyllenhaal, Billy Crystal, Danielle Harris

27 8
Everest is listed (or ranked) 22 on the list The Best Jake Gyllenhaal Movies
Erwin91 added Everest jason clarke, jake gyllenhaal, josh brolin

38 25
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Rendition Reese Witherspoon, Meryl Streep, Jake Gyllenhaal

29 21
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Highway Jake Gyllenhaal, Jared Leto, Selma Blair

28 22
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Moonlight Mile Jake Gyllenhaal, Susan Sarandon, Dustin Hoffman

31 25
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Life Jake Gyllenhaal, Rebecca Ferguson, Olga Dihovichnaya

22 21
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Lovely and Amazing Jake Gyllenhaal, Emily Mortimer, Catherine Keener

21 20
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A Dangerous Woman Jake Gyllenhaal, Maggie Gyllenhaal, Debra Winger

21 41
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Accidental Love Jessica Biel, Jake Gyllenhaal, Kirstie Alley