Entertainment The Best Maggie Gyllenhaal Movies  

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624 votes 133 voters 19.6k views 34 items

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.

list ordered by

1
26 3
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Maggie Gyllenhaal, Parker Sevak, Anna Baryshnikov
The Kindergarten Teacher is a 2018 American drama film directed by Sara Colangelo, based on the 2014 Israeli film. A kindergarten teacher (Maggie Gyllenhaal) in New York becomes obsessed with ...more

2
40 10
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Christian Bale, Michael Caine, Heath Ledger
The Dark Knight is a 2008 superhero film directed by Christopher Nolan, based on the DC Comics character, Batman. Bruce Wayne (Christian Bale), Police Lieutenant James Gordon (Gary Oldman) and ...more

3
36 8
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Will Ferrell, Dustin Hoffman, Queen Latifah
Stranger than Fiction is a 2006 American comedy-drama-fantasy film directed by Marc Forster, written by Zach Helm, and starring Will Ferrell, Maggie Gyllenhaal, Dustin Hoffman, Queen Latifah, ...more

4
27 11
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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

5
23 9
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Julia Roberts, Kirsten Dunst, Maggie Gyllenhaal
Mona Lisa Smile is a 2003 drama film produced by Revolution Studios and Columbia Pictures in association with Red Om Films Productions, directed by Mike Newell, written by Lawrence Konner and ...more

6
20 8
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Colin Farrell, Jeff Bridges, Maggie Gyllenhaal
"Crazy Heart stars Jeff Bridges as an aging country music legend wrestling with his loss of fame at the hands of younger protégé. Struggling to make ends meet playing one ...more

7
16 6
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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

8
17 9
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Maggie Gyllenhaal, Danny Trejo, Giancarlo Esposito
Sherrybaby is a 2006 American drama film written and directed by Laurie Collyer. Screened at the Sundance Film Festival on January 25, 2006, the film received a limited release in the United ...more

9
14 7
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Nicolas Cage, Meryl Streep, Maggie Gyllenhaal
Adaptation is a 2002 American comedy-drama metafilm directed by Spike Jonze and written by Charlie Kaufman. The film is based on Susan Orlean's non-fiction book The Orchid Thief, with numerous ...more

10
16 9
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Nicolas Cage, Maggie Gyllenhaal, Maria Bello
World Trade Center is a 2006 disaster drama film directed by Oliver Stone and based on the September 11 attacks at the World Trade Center. It stars Nicolas Cage, Maria Bello, Michael ...more

11
12 6
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Kathleen Turner, Maggie Gyllenhaal, Steve Buscemi
Monster House is a 2006 computer-animated fantasy comedy film directed by Gil Kenan, produced by ImageMovers and Amblin Entertainment, and distributed by Columbia Pictures. The film stars ...more

12
12 6
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Maggie Gyllenhaal, Holly Hunter, Viola Davis
Won't Back Down is a drama film directed by Daniel Barnz starring Maggie Gyllenhaal, Viola Davis and Holly Hunter. It was released on September 28, 2012.

13
14 8
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Eva Mendes, Julianne Moore, Maggie Gyllenhaal
Trust the Man is a 2005 romantic comedy film starring David Duchovny, Billy Crudup, Julianne Moore, and Maggie Gyllenhaal. It was directed and written by Bart Freundlich. The film primarily ...more

14
10 5
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Drew Barrymore, Maggie Gyllenhaal, Brittany Murphy
Riding in Cars with Boys is a 2001 film based on the autobiography of the same name by Beverly Donofrio about a woman who overcame difficulties, including being a teen mother, and who later ...more

15
12 7
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Natalie Portman, Willem Dafoe, Nick Nolte
Paris, je t'aime is a 2006 anthology film starring an ensemble cast of actors of various nationalities. The two-hour film consists of eighteen short films set in different arrondissements. The ...more

16
11 7
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Ewan McGregor, Ralph Fiennes, Maggie Gyllenhaal
Nanny McPhee and the Big Bang is a 2010 British family film. It is a sequel to the 2005 film Nanny McPhee. It was adapted by Emma Thompson from Christianna Brand's Nurse Matilda books. Thompson ...more

17
9 5
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Brad Pitt, Julia Roberts, George Clooney
Confessions of a Dangerous Mind is a 2002 biographical spy comedy film depicting the life of popular game show host and producer Chuck Barris, who claimed to have also been an agent for the ...more

18
10 7
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Maggie Gyllenhaal, Melanie Griffith, Alicia Witt
Cecil B. Demented is a 2000 American black comedy film written and directed by John Waters. The film stars Melanie Griffith as a snobby A-list Hollywood actress who is taken by a band of ...more

19
8 5
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Maggie Gyllenhaal, Felicity Jones, Hugh Dancy
Hysteria is a 2011 film directed by Tanya Wexler.

20
7 4
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Innocence Liya Kebede, Kelly Reilly, Stephanie March
Innocence is a 2012 drama film directed by Hilary Brougher based on a novel by Jane Mendelson.

21
8 6
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Maggie Gyllenhaal, Michael Shannon, John C. Reilly
Criminal is a 2004 US film based upon the Argentine film Nine Queens. Directed by Gregory Jacobs, it stars John C. Reilly, Diego Luna, Maggie Gyllenhaal, and Maeve Quinlan and is a production of ...more

22
7 5
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Kerry Washington, Rashida Jones, Maggie Gyllenhaal
Strip Search is a drama film made for the HBO network, first aired on April 27, 2004. The film explores the status of individual liberties in the aftermath of the September 11, 2001 attacks and ...more

23
7 6
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Lisa Kudrow, Laura Dern, Tom Arnold
Happy Endings is a 2005 American film written and directed by Don Roos and starring Tom Arnold, Jesse Bradford, Bobby Cannavale, Steve Coogan, Laura Dern, Maggie Gyllenhaal, Lisa Kudrow and ...more

24
11 11
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Maggie Gyllenhaal, Josh Hartnett, Emmanuelle Vaugier
40 Days and 40 Nights is a 2002 romantic comedy film directed by Michael Lehmann, written by Rob Perez and starring Josh Hartnett, Shannyn Sossamon and Paulo Costanzo. The film depicts Matt ...more

25
6 6
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Jake Gyllenhaal, Jamie Lee Curtis, Steve Carell
When a Pot Baron (Lithgown) is killed in a remote field in Northern California and his three farm hands (Phillippe, Thornton and Azaria) are the only witnesses, an odd comedy ensues as they try ...more