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The Best Owen Wilson Movies 

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Updated September 23, 2019 3.2k votes 526 voters 38.6k views 44 items

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

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

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

List films range from Starsky & Hutch to I Spy.

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

Michael Bay and Woody Allen are among those who have directed Owen Wilson at one point or another during their careers in the film industry. Movie fans who love Owen Wilson have also been known to enjoy films starring Vince Vaughn and Ben Stiller.

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1
Wedding Crashers is listed (or ranked) 1 on the list The Best Owen Wilson Movies
Owen Wilson, Vince Vaughn, Christopher Walken

Released: 2005

Directed by: David Dobkin

Wedding Crashers is a 2005 American comedy film directed by David Dobkin. John Beckwith (Owen Wilson) and Jeremy Grey (Vince Vaughn), a pair of committed womanizers who sneak into weddings to ...more

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2
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Robin Williams, Ben Stiller, Carla Gugino

Released: 2006

Directed by: Shawn Levy

Night at the Museum is a 2006 American fantasy adventure-comedy film based on the 1993 children's book of the same name by Milan Trenc. It follows a divorced father trying to settle down, ...more

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The Funniest Quotes From 'Night at the Museum' #136 of 1,027 The All-Time Greatest Comedy Films #186 of 1,699 The Most Rewatchable Movies

3
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Rachel McAdams, Marion Cotillard, Tom Hiddleston

Released: 2011

Directed by: Woody Allen

Midnight in Paris is an American 2011 romantic comedy fantasy film written and directed by Woody Allen. Set in Paris, the film follows Gil Pender, a screenwriter, who is forced to confront the ...more

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4
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Robert De Niro, Ben Stiller, Owen Wilson

Released: 2000

Directed by: Jay Roach

Meet the Parents is a 2000 American comedy film directed by Jay Roach. Male nurse Greg Focker (Ben Stiller) meets his girlfriend's parents before proposing, but her suspicious father (robert De ...more

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#43 of 1,027 The All-Time Greatest Comedy Films #258 of 1,699 The Most Rewatchable Movies #125 of 804 The Greatest Chick Flicks Ever Made

5
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Natalie Portman, Paris Hilton, Heidi Klum

Released: 2001

Directed by: Ben Stiller

Zoolander is a 2001 American comedy film directed by Ben Stiller and, starring Stiller and Owen Wilson. The film contains elements from a pair of short films directed by Russell Bates and ...more

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#152 of 1,027 The All-Time Greatest Comedy Films #371 of 1,699 The Most Rewatchable Movies #412 of 804 The Greatest Chick Flicks Ever Made

6
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Owen Wilson, Gene Hackman, Gabriel Macht

Released: 2001

Directed by: John Moore

Behind Enemy Lines is a 2001 action film directed by John Moore in his directorial debut, and starring Owen Wilson and Gene Hackman. The film tells the story of Lieutenant Chris Burnett, an ...more

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7
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Lucy Liu, Jackie Chan, Owen Wilson

Released: 2000

Directed by: Tom Dey

Shanghai Noon is a 2000 American-Hong Kong action comedy western film starring Jackie Chan and Owen Wilson. The film, marking the directorial debut of Tom Dey, was written by Alfred Gough and ...more

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8
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Owen Wilson, Jennifer Aniston, Eric Dane

Released: 2008

Directed by: David Frankel

Marley & Me is a 2008 American comedy-drama film directed by David Frankel, based on the memoir by John Grogan. Newlyweds John (Owen Wilson) and Jenny Grogan (Jennifer Aniston) learn ...more

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9
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Tom Hanks, Billy Crystal, Sheryl Crow

Released: 2006

Directed by: John Lasseter, Joe Ranft

Cars is a 2006 American computer-animated comedy-adventure sports film produced by Pixar Animation Studios and released by Walt Disney Pictures. Directed and co-written by John Lasseter, it is ...more

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10
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Snoop Dogg, Carmen Electra, Will Ferrell

Released: 2004

Directed by: Todd Phillips

Starsky & Hutch is a 2004 American action comedy film directed by Todd Phillips. The film stars Ben Stiller as David Starsky and Owen Wilson as Ken "Hutch" Hutchinson and is a film ...more

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11
The Internship is listed (or ranked) 11 on the list The Best Owen Wilson Movies
Will Ferrell, Rose Byrne, Vince Vaughn

Released: 2013

Directed by: Shawn Levy

The Internship is a 2013 American comedy film directed by Shawn Levy, written by Vince Vaughn and Jared Stern, and produced by Vaughn and Levy. The film stars Vince Vaughn and Owen Wilson in ...more
12
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Jackie Chan, Owen Wilson, Aaron Taylor-Johnson

Released: 2003

Directed by: David Dobkin

Shanghai Knights is a 2003 action-comedy film. It is the sequel to Shanghai Noon. It was directed by David Dobkin and written by Alfred Gough and Miles Millar.

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13
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Amy Adams, Robin Williams, Ben Stiller

Released: 2009

Directed by: Shawn Levy

Night at the Museum: Battle of the Smithsonian is a 2009 American adventure comedy film directed by Shawn Levy, and starring Ben Stiller, Amy Adams, Owen Wilson, Hank Azaria, Christopher Guest ...more

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#365 of 1,027 The All-Time Greatest Comedy Films #296 of 1,208 The Absolute Funniest Movies Of All Time #190 of 321 The Best Movies for Kids

14
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Robert De Niro, Barbra Streisand, Dustin Hoffman

Released: 2004

Directed by: Jay Roach

Meet the Fockers is a 2004 American comedy film directed by Jay Roach and the sequel to Meet the Parents. The film stars Robert De Niro, Ben Stiller, Dustin Hoffman, Barbra Streisand, Blythe ...more

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#719 of 1,027 The All-Time Greatest Comedy Films #399 of 1,699 The Most Rewatchable Movies #173 of 804 The Greatest Chick Flicks Ever Made

15
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Kate Hudson, Seth Rogen, Michael Douglas

Released: 2006

Directed by: Anthony Russo, Joe Russo

You, Me and Dupree is a 2006 American romantic comedy film directed by Anthony Russo and Joe Russo, written by Mike LeSieur, and produced by Mary Parent, Scott Stuber, and Owen Wilson. The film ...more

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#696 of 1,027 The All-Time Greatest Comedy Films #39 of 92 The Best Movies About Marriage #30 of 53 The Best Michael Douglas Movies

16
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Alyssa Milano, Christina Applegate, Alexandra Daddario

Released: 2011

Directed by: Peter Farrelly, Bobby Farrelly

Hall Pass is a 2011 comedy film produced and directed by the Farrelly brothers and co-written by them along with Pete Jones. It stars Owen Wilson, Jason Sudeikis, Stephen Merchant, Jenna Fischer ...more

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Ben Affleck, Bruce Willis, Liv Tyler

Released: 1998

Directed by: Michael Bay

Armageddon is a 1998 American science fiction disaster thriller film, directed by Michael Bay, produced by Jerry Bruckheimer, and released by Touchstone Pictures. The film follows a group of ...more

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18
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Owen Wilson, Michael Caine, Vanessa Redgrave

Released: 2011

Directed by: Brad Lewis, John Lasseter

Cars 2 is a 2011 American computer-animated action comedy spy film produced by Pixar Animation Studios and released by Walt Disney Pictures. The film is the sequel to the 2006 film Cars and ...more

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19
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Gwyneth Paltrow, Alec Baldwin, Bill Murray

Released: 2001

Directed by: Wes Anderson

The Royal Tenenbaums is a 2001 American comedy-drama film directed by Wes Anderson and co-written with Owen Wilson. The film stars Gene Hackman, Anjelica Huston, Bill Murray, Gwyneth Paltrow, ...more

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20
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Owen Wilson, Kevin Hart, Leslie Mann

Released: 2008

Directed by: Steven Brill

Drillbit Taylor is a 2008 comedy film starring Owen Wilson as the eponymous character and based on an original idea by John Hughes. It was directed by Steven Brill and the screenplay was written ...more
21
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Cate Blanchett, Bill Murray, Willem Dafoe

Released: 2004

Directed by: Wes Anderson

The Life Aquatic with Steve Zissou is a 2004 American comedy-drama film directed, co-written, and co-produced by Wes Anderson. It is Anderson's fourth feature length film, released in the U.S. ...more

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22
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George Clooney, Meryl Streep, Bill Murray

Released: 2009

Directed by: Wes Anderson

Fantastic Mr. Fox is a 2009 American stop-motion animated comedy film based on the Roald Dahl children's novel of the same name. The film is about a fox who takes food each night from three mean ...more

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23
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Jessica Alba, Robert De Niro, Barbra Streisand

Released: 2010

Directed by: Paul Weitz

Little Fockers is a 2010 American comedy film directed by Paul Weitz, and the third movie in the Meet the Parents franchise. Jack Byrne (Robert De Niro) is still reluctant about making ...more

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24
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Arnold Schwarzenegger, Maggie Q, Jackie Chan

Released: 2004

Directed by: Frank Coraci

Around the World in 80 Days is a 2004 American adventure comedy film based on Jules Verne's novel of the same name. It stars Jackie Chan, Steve Coogan and Cécile de France. The film is ...more

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25
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Natalie Portman, Bill Murray, Owen Wilson

Released: 2007

Directed by: Wes Anderson

The Darjeeling Limited is a 2007 comedy-drama film directed by Wes Anderson, and starring Owen Wilson, Adrien Brody, and Jason Schwartzman. It was written by Anderson, Schwartzman, and Roman ...more