The Best Jake Gyllenhaal Movies Films

The Best Jake Gyllenhaal Movies

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List Criteria: 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. 1
    + 182
    - 30
    Donnie Darko


    Drew Barrymore, Ashley Tisdale, Jake Gyllenhaal

    ;
  2. 2
    + 154
    - 25
    Prisoners


    Hugh Jackman, Jake Gyllenhaal, Maria Bello

    ;
  3. 3
    + 115
    - 25
    Zodiac


    Robert Downey Jr., Jake Gyllenhaal, Mark Ruffalo

    ;
  4. 4
    + 155
    - 46
    Brokeback Mountain

    most listed
    Anne Hathaway, Jake Gyllenhaal, Kate Mara

    ;
  5. 5
    + 115
    - 26
    Source Code


    Jake Gyllenhaal, Michelle Monaghan, Vera Farmiga

    ;
  6. 6
    + 87
    - 17
    Jarhead


    Jake Gyllenhaal, Jamie Foxx, John Krasinski

    ;
  7. 7
    + 96
    - 22
    End of Watch


    Anna Kendrick, Jake Gyllenhaal, America Ferrera

    ;
  8. 8
    + 104
    - 31
    The Day After Tomorrow


    Emmy Rossum, Jake Gyllenhaal, Dennis Quaid

    ;
  9. 9
    + 75
    - 18
    October Sky


    Jake Gyllenhaal, Laura Dern, Chris Cooper

    ;
  10. 10
    + 59
    - 18
    Brothers


    Natalie Portman, Jake Gyllenhaal, Carey Mulligan

    ;
  11. 11
    + 73
    - 27
    Love & Other Drugs


    Anne Hathaway, Jake Gyllenhaal, Jaimie Alexander

    ;
  12. 12
    + 45
    - 16
    The Good Girl


    Jennifer Aniston, Zooey Deschanel, Jake Gyllenhaal

    ;
  13. 13
    + 80
    - 43
    Prince of Persia: The Sands of Time


    Gemma Arterton, Jake Gyllenhaal, Ben Kingsley

    ;
  14. 14
    + 28
    - 7
    ENEMY

    added by vlad-vesa
    Jake Gyllenhaal, Isabella Rossellini, Mélanie Laurent

    ;
  15. 15
    + 29
    - 13
    Proof


    Gwyneth Paltrow, Jake Gyllenhaal, Anthony Hopkins

    ;
  16. 16
    + 34
    - 22
    City Slickers


    Jake Gyllenhaal, Billy Crystal, Danielle Harris

    ;
  17. 17
    + 35
    - 24
    Bubble Boy


    Stacy Keibler, Jake Gyllenhaal, Zach Galifianakis

    ;
  18. 18
    + 14
    - 2
    Southpaw

    new! & added by Nicole Townsend
    Rachel McAdams, Jake Gyllenhaal, Naomie Harris

    ;
  19. 19
    + 19
    - 16
    Highway


    Jake Gyllenhaal, Jared Leto, Selma Blair

    ;
  20. 20
    + 22
    - 20
    Rendition


    Reese Witherspoon, Meryl Streep, Jake Gyllenhaal

    ;
  21. 21
    + 17
    - 16
    Moonlight Mile


    Jake Gyllenhaal, Susan Sarandon, Dustin Hoffman

    ;
  22. 22
    + 14
    - 15
    Lovely and Amazing


    Jake Gyllenhaal, Emily Mortimer, Catherine Keener

    ;
  23. 23
    + 14
    - 15
    A Dangerous Woman


    Jake Gyllenhaal, Maggie Gyllenhaal, Debra Winger

    ;
  24. 24
    + 13
    - 17
    The Man Who Walked Between the Towers


    The Man Who Walked Between the Towers Jake Gyllenhaal

  25. 25
    + 14
    - 22
    Accidental Love


    Jessica Biel, Jake Gyllenhaal, Kirstie Alley

    ;
26 +

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