The Best Maggie Gyllenhaal Movies

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

List of the best Maggie Gyllenhaal movies, ranked best to worst with movie trailers when available. Maggie 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 Maggie Gyllenhaal movies is decided by how many votes they receive, so only highly rated Maggie Gyllenhaal movies will be at the top of the list. Maggie Gyllenhaal has been in a lot of films, so people often debate each other over what the greatest Maggie Gyllenhaal movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Maggie Gyllenhaal films to end the squabble once and for all.

If you think the best Maggie Gyllenhaal role isn't at the top, then upvote it so it has the chance to become number one. The greatest Maggie Gyllenhaal performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

Away We Go and The Patron Saint of Liars are included on this list.

"This list answers the questions, "What are the best Maggie Gyllenhaal movies?" and "What are the greatest Maggie Gyllenhaal roles of all time?"

Notable directors that have worked with Maggie Gyllenhaal include names like Christopher Nolan, Roland Emmerich and Marc Forster. Maggie Gyllenhaal has been in some really popular films, and is right up there with stars like Cate Blanchett and Laura Linney in terms of fame and success.

Ranked by
  • Stranger than Fiction
    1
    Will Ferrell, Maggie Gyllenhaal, Dustin Hoffman
    • Released: 2006
    • Directed by: Marc Forster
  • The Kindergarten Teacher
    2
    Maggie Gyllenhaal, Gael García Bernal, Michael Chernus
    • Released: 2018
    • Directed by: Sara Colangelo
  • The Dark Knight
    3
    Christian Bale, Heath Ledger, Aaron Eckhart
    • Released: 2008
    • Directed by: Christopher Nolan
  • Donnie Darko
    4
    Jake Gyllenhaal, Jena Malone, Drew Barrymore
    • Released: 2001
    • Directed by: Richard Kelly
  • Mona Lisa Smile
    5
    Julia Roberts, Kirsten Dunst, Julia Stiles
    • Released: 2003
    • Directed by: Mike Newell
  • Crazy Heart
    6
    Jeff Bridges, Maggie Gyllenhaal, Robert Duvall
    • Released: 2009
    • Directed by: Scott Cooper
  • World Trade Center
    7
    Nicolas Cage, Michael Peña, Maggie Gyllenhaal
    • Released: 2006
    • Directed by: Oliver Stone
  • Sherrybaby
    8
    Maggie Gyllenhaal, Brad William Henke, Danny Trejo
    • Released: 2006
    • Directed by: Laurie Collyer
  • Monster House
    9
    Steve Buscemi, Maggie Gyllenhaal, Mitchel Musso
    • Released: 2006
    • Directed by: Gil Kenan
  • Riding in Cars with Boys
    10
    Drew Barrymore, Steve Zahn, Brittany Murphy
    • Released: 2001
    • Directed by: Penny Marshall
  • Won’t Back Down
    11
    Maggie Gyllenhaal, Holly Hunter, Viola Davis
    • Released: 2012
    • Directed by: Daniel Barnz
  • Nanny McPhee and the Big Bang
    12
    Emma Thompson, Maggie Gyllenhaal, Rhys Ifans
    • Released: 2010
    • Directed by: Susanna White
  • A Dangerous Woman
    13
    Debra Winger, Barbara Hershey, Gabriel Byrne
    • Released: 1993
    • Directed by: Stephen Gyllenhaal
  • Adaptation
    14
    Nicolas Cage, Meryl Streep, Chris Cooper
    • Released: 2002
    • Directed by: Spike Jonze
  • Paris, je t'aime
    15
    Steve Buscemi, Nick Nolte, Juliette Binoche
    • Released: 2006
    • Directed by: Bruno Podalydès, Gurinder Chadha, Gus Van Sant, Joel Coen, Ethan Coen
  • Trust the Man
    16
    David Duchovny, Julianne Moore, Billy Crudup
    • Released: 2005
    • Directed by: Bart Freundlich
  • Cecil B. Demented
    17
    Melanie Griffith, Stephen Dorff, Alicia Witt
    • Released: 2000
    • Directed by: John Waters
  • Criminal
    18
    John C. Reilly, Diego Luna, Maggie Gyllenhaal
    • Released: 2004
    • Directed by: Gregory Jacobs
  • Confessions of a Dangerous Mind
    19
    Brad Pitt, Julia Roberts, George Clooney
    • Released: 2002
    • Directed by: George Clooney
  • Hysteria
    20
    Maggie Gyllenhaal, Felicity Jones, Hugh Dancy
    • Released: 2011
    • Directed by: Tanya Wexler
  • Innocence
    21
    Liya Kebede, Kelly Reilly, Stephanie March
    • Released: 2013
    • Directed by: Hilary Brougher
  • Happy Endings
    22
    Tom Arnold, Jesse Bradford, Bobby Cannavale
    • Released: 2005
    • Directed by: Don Roos
  • Strip Search
    23
    Kerry Washington, Rashida Jones, Maggie Gyllenhaal
    • Released: 2004
    • Directed by: Sidney Lumet
  • 40 Days and 40 Nights
    24
    Josh Hartnett, Shannyn Sossamon, Vinessa Shaw
    • Released: 2002
    • Directed by: Michael Lehmann
  • Casa de los Babys
    25
    Maggie Gyllenhaal, Marcia Gay Harden, Daryl Hannah
    • Released: 2003
    • Directed by: John Sayles