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

1
177 18
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teddybear1029 added Nightcrawler Jake Gyllenhaal, Rene Russo, Bill Paxton

The Best Frank Sinatra Songs of All Time The Best Roald Dahl Books

2
281 54
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Prisoners Hugh Jackman, Jake Gyllenhaal, Maria Bello

3
312 60
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Donnie Darko Drew Barrymore, Ashley Tisdale, Jake Gyllenhaal

4
215 42
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Zodiac Robert Downey Jr., Jake Gyllenhaal, Mark Ruffalo

5
255 69
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Brokeback Mountain Anne Hathaway, Jake Gyllenhaal, Kate Mara

6
112 13
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Nicole Townsend added Southpaw Rachel McAdams, Jake Gyllenhaal, Naomie Harris

7
201 47
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Source Code Jake Gyllenhaal, Michelle Monaghan, Vera Farmiga

8
171 36
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End of Watch Anna Kendrick, Jake Gyllenhaal, America Ferrera

9
71 4
Nocturnal Animals is listed (or ranked) 9 on the list The Best Jake Gyllenhaal Movies
Nocturnal Animals Jake Gyllenhaal, Aaron Taylor-Johnson, Amy Adams

10
136 32
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Jarhead Jake Gyllenhaal, Jamie Foxx, John Krasinski

11
153 59
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The Day After Tomorrow Emmy Rossum, Jake Gyllenhaal, Dennis Quaid

12
109 18
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vlad-vesa added ENEMY Jake Gyllenhaal, Isabella Rossellini, Mélanie Laurent

13
124 30
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October Sky Jake Gyllenhaal, Laura Dern, Chris Cooper

14
122 41
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Love & Other Drugs Anne Hathaway, Jake Gyllenhaal, Jaimie Alexander

15
102 26
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Brothers Natalie Portman, Jake Gyllenhaal, Carey Mulligan

Jake Gyllenhaal's Loves & Hookups 69 Movies That Sparked Off-Screen Celebrity Romances

16
69 27
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The Good Girl Jennifer Aniston, Zooey Deschanel, Jake Gyllenhaal

17
111 70
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Prince of Persia: The Sands of Time Gemma Arterton, Jake Gyllenhaal, Ben Kingsley

18
63 34
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Bubble Boy Stacy Keibler, Jake Gyllenhaal, Zach Galifianakis

19
36 7
Demolition is listed (or ranked) 19 on the list The Best Jake Gyllenhaal Movies
Erwinnator91 added Demolition

20
49 20
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Proof Gwyneth Paltrow, Jake Gyllenhaal, Anthony Hopkins

21
47 32
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City Slickers Jake Gyllenhaal, Billy Crystal, Danielle Harris

22
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

23
38 25
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Rendition Reese Witherspoon, Meryl Streep, Jake Gyllenhaal

24
30 21
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Highway Jake Gyllenhaal, Jared Leto, Selma Blair

25
32 25
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Life Jake Gyllenhaal, Rebecca Ferguson, Olga Dihovichnaya

26
28 22
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Moonlight Mile Jake Gyllenhaal, Susan Sarandon, Dustin Hoffman

27
22 21
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Lovely and Amazing Jake Gyllenhaal, Emily Mortimer, Catherine Keener

28
21 20
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A Dangerous Woman Jake Gyllenhaal, Maggie Gyllenhaal, Debra Winger

29
22 41
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Accidental Love Jessica Biel, Jake Gyllenhaal, Kirstie Alley