Film The Best Jake Gyllenhaal Movies  

Reference
Originally by
4.7k votes 1k voters 50.5k views 31 items

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
330 62
Ranker Video
Hugh Jackman, Jake Gyllenhaal, Maria Bello Prisoners is a 2013 drama thriller film written by Aaron Guzikowski and directed by Denis Villeneuve.

2
237 29
Ranker Video
teddybear1029 added Jake Gyllenhaal, Rene Russo, Bill Paxton Nightcrawler is a 2014 American neo-noir thriller film written and directed by Dan Gilroy in his directorial debut. The film stars Jake Gyllenhaal who starts shooting footage in Los Angeles and ...more

3
362 67
Ranker Video
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
255 49
Ranker Video
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. Zodiac tells the story of the manhunt for a person ...more

5
294 76
Ranker Video
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
237 54
Ranker Video
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

7
199 41
Ranker Video
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

8
143 20
Ranker Video
Harley Rae Reid added 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

9
154 38
Ranker Video
Jake Gyllenhaal, Jamie Foxx, John Krasinski Jarhead is a 2005 biographical drama 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
99 7
Nocturnal Animals is listed (or ranked) 10 on the list The Best Jake Gyllenhaal Movies
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
173 66
Ranker Video
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
130 23
Ranker Video
vlad-vesa added 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

13
144 33
Ranker Video
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
127 29
Ranker Video
Natalie Portman, Jake Gyllenhaal, Carey Mulligan Brothers is a 2009 American psychological thriller and a remake of Susanne Bier's 2004 Danish film Brødre, which takes place in Afghanistan and Denmark. The film stars Tobey Maguire, Jake ...more

15
141 46
Ranker Video
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
75 28
Ranker Video
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
129 77
Ranker Video
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

18
52 10
Demolition is listed (or ranked) 18 on the list The Best Jake Gyllenhaal Movies
Erwinnator91 added Demolition

19
73 38
Ranker Video
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

20
55 23
Ranker Video
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
54 34
Ranker Video
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
37 11
Everest is listed (or ranked) 22 on the list The Best Jake Gyllenhaal Movies
Erwin91 added jason clarke, jake gyllenhaal, josh brolin Everest is a 2015 biographical adventure film directed by Baltasar Kormákur, based on the memoir by Beck Weathers. The story of New Zealand's Robert "Rob" Edwin Hall (Jason ...more

23
44 27
Ranker Video
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
46 28
Ranker Video
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
36 23
Ranker Video
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
33 23
Ranker Video
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
13 2
Demolition is listed (or ranked) 27 on the list The Best Jake Gyllenhaal Movies
Demolition

28
23 21
Ranker Video
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

29
24 23
Ranker Video
Jake Gyllenhaal, Emily Mortimer, Catherine Keener Lovely and Amazing is a 2001 American comedy-drama film written and directed by Nicole Holofcener.

30
27 43
Ranker Video
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

31
0 0
Ranker Video
Jake Gyllenhaal, Carey Mulligan, Ed Oxenbould Wildlife is a 2018 American drama directed by Paul Dano. Set in 1960, a boy (Ed Oxenbould) watches his parents' (Carey Mulligan and Jake Gyllenhaal) marriage fall apart after they move to ...more