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561 voters

The Best Owen Wilson Movies

Updated September 23, 2019 2.9k votes 561 voters 40.1k views44 items

List RulesVote 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?"

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    The Big Year

    Rashida Jones, Steve Martin

    Released2011

    Directed byDavid Frankel

    The Big Year is an upcoming comedy film directed by David Frankel....  more
  • 27
    24
    8

    The Wendell Baker Story

    Eva Mendes, Will Ferrell

    Released2005

    Directed byLuke Wilson, Andrew Wilson

    The Wendell Baker Story is a 2005 American film. It is the first film directed by Luke Wilson and his eldest brother Andrew Wilson. It premiered at the 2005 South by Southwest Film Festival in...  more
  • 28
    25
    10

    The Minus Man

    Sheryl Crow, Owen Wilson

    Released1999

    Directed byHampton Fancher

    The Minus Man is a 1999 film starring Owen Wilson and Janeane Garofalo, based on the novel by Lew McCreary, and directed by Hampton Fancher, who also wrote the screenplay. The film centers on a...  more
  • 29
    25
    11

    The Darjeeling Limited

    Natalie Portman, Bill Murray

    Released2007

    Directed byWes 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 Coppola....  more
  • 30
    21
    8

    Breakfast of Champions

    Bruce Willis, Nick Nolte

    Released1999

    Directed byAlan Rudolph

    Breakfast of Champions is a 1999 American comedy film adapted and directed by Alan Rudolph from the novel of the same name by Kurt Vonnegut, Jr. It was entered into the 49th Berlin International Film...  more
  • 31
    21
    8

    The King of Luck

    Willie Nelson, Owen Wilson

    Released2011

    Directed byBilly Bob Thornton

  • 32
    22
    10

    The Cable Guy

    Jim Carrey, Ben Stiller

    Released1996

    Directed byBen Stiller

    The Cable Guy is a 1996 American thriller dark comedy film directed by Ben Stiller, who also co-stars in the film, and starring Jim Carrey and Matthew Broderick. The film was released in the United...  more

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    #434 of 924 The All-Time Greatest Comedy Films#259 of 440 The Best Movies Of The 1990s

  • 33
    19
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    Marmaduke

    Emma Stone, Fergie

    Released2010

    Directed byTom Dey

    Marmaduke is a summer 2010 comedy film based upon long-running comic strip of the same name which features misadventures of Marmaduke, the loveable great dane dog and the family he lives with....  more

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    #108 of 199 The Greatest Animal Movies Ever Made#11 of 40 The Funniest Movies About Animals

  • 34
    25
    15

    I Spy

    Eddie Murphy, Famke Janssen

    Released2002

    Directed byBetty Thomas

    I Spy is a 2002 American spy comedy film starring Eddie Murphy and Owen Wilson. The film was directed by Betty Thomas, and based on the television series of the same name that aired in the 1960s and...  more

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    #86 of 147 The Funniest Black Movies Ever Made#29 of 44 The Greatest Spy Comedy Movies Ever Made

  • 35
    15
    4

    Mater and the Ghostlight

    Paul Newman, Owen Wilson

    Released2006

    Directed byJohn Lasseter, Dan Scanlon

    Mater and the Ghostlight is a 2006 Pixar computer-animated short created for the DVD of Cars, which was released in the United States and Canada on November 7, 2006. The short, set in the Cars world,...  more
  • 36
    19
    9

    The Big Bounce

    Charlie Sheen, Morgan Freeman

    Released2004

    Directed byGeorge Armitage

    The Big Bounce is a 2004 comedy heist film starring Owen Wilson, Charlie Sheen, Sara Foster and Morgan Freeman. It was directed by George Armitage and based on a novel of the same name by Elmore...  more
  • 37
    22
    14

    Anaconda

    Jennifer Lopez, Ice Cube

    Released1997

    Directed byLuis Llosa

    Anaconda is a 1997 adventure-horror film, directed by Luis Llosa, starring Jennifer Lopez, Ice Cube, Jon Voight, Eric Stoltz, Owen Wilson, Kari Wuhrer and Jonathan Hyde. It centers on a film crew for...  more

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    Over 20 Years Later, 'Anaconda' Is Still A Delightfully Dumb Cinematic Experience#11 of 136 The Scariest Animal Horror Movies Ever Made

  • 38
    14
    8

    Free Birds

    Amy Poehler, Owen Wilson

    Released2013

    Directed byJimmy Hayward

    Free Birds is a 2013 American 3D computer-animated buddy comedy film produced by Reel FX Creative Studios, directed by Jimmy Hayward and it stars the voices of Owen Wilson, Woody Harrelson and Amy...  more
  • 39
    19
    15

    The Haunting

    Catherine Zeta-Jones, Liam Neeson

    Released1999

    Directed byJan de Bont

    The Haunting is a 1999 remake of the 1963 horror film of the same name. Both films are based on the novel The Haunting of Hill House by Shirley Jackson, published in 1959. The Haunting was directed...  more

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    #223 of 728 The Best Horror Movies Of All Time#69 of 113 The Best Horror Movie Franchises

  • 40
    12
    7

    Yeah Right!

    Owen Wilson, Eric Koston

    Released2003

    Directed bySpike Jonze, Ty Evans

    Yeah Right! is a 2003 skateboarding video by Girl Skateboards, directed by Ty Evans and Spike Jonze. Yeah Right! is notable for its soundtrack, length, and the extensive use of never-before-seen...  more
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    Bottle Rocket

    Owen Wilson, James Caan

    Released1996

    Directed byWes Anderson

    Bottle Rocket is a 1996 American comedy film directed by Wes Anderson. It was co-written by Anderson and Owen Wilson. In addition to being Wes Anderson's directorial debut, Bottle Rocket was the...  more

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    #250 of 252 The Funniest '90s Movies#742 of 1,141 The Absolute Funniest Movies Of All Time

  • 42
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    The Royal Tenenbaums

    Gwyneth Paltrow, Alec Baldwin

    Released2001

    Directed byWes 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, Ben...  more

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    #451 of 1,506 The Most Rewatchable Movies#192 of 246 The Best Rainy Day Movies

  • 43
    12
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    How Do You Know

    Reese Witherspoon, Jack Nicholson

    Released2010

    Directed byJames L. Brooks

    How Do You Know is a 2010 film written, produced and directed by James L. Brooks. The film stars Reese Witherspoon, Paul Rudd, Owen Wilson and Jack Nicholson....  more
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    Freezing People Is Easy

    Christopher Walken, Kristen Wiig

    Released2013

    Directed byErrol Morris

    Freezing People Is Easy is a 2013 comedy, drama, horror, science-fiction, thriller film written by Zach Helm and directed by Errol Morris....