Entertainment

The Best Ben Stiller Movies 

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

List of the best Ben Stiller movies, ranked best to worst with movie trailers when available. Ben Stiller'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 Ben Stiller movies is decided by how many votes they receive, so only highly rated Ben Stiller movies will be at the top of the list. What is the greatest Ben Stiller movie of all time? What are the most entertaining Ben Stiller films?

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

List features movies from the Ben Stiller filmography like Zero Effect, Zoolander, and more.

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

Ben Stiller is no stranger to working with popular directors, including Steven Spielberg, Brett Ratner and Steven Soderbergh. If you're a fan of Ben Stiller, then check out our lists of the best Joseph Gordon-Levitt and Ryan Gosling movies as well.

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1
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Robert De Niro, Ben Stiller, Owen Wilson
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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#38 of 1,007 The All-Time Greatest Comedy Films #254 of 324 Movies with the Best Soundtracks #125 of 803 The Greatest Chick Flicks Ever Made

2
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Cameron Diaz, Sarah Silverman, Ben Stiller
There's Something About Mary is a 1998 comedy film, directed by the Farrelly brothers, Bobby and Peter. It stars Cameron Diaz, Matt Dillon and Ben Stiller, and it is a combination of romantic ...more

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#357 of 1,699 The Most Rewatchable Moviesfeaturing Behind-The-Scenes Stories From The Making Of ‘There’s Something About Mary’listed on The Highest Grossing 90s Movies

3
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Natalie Portman, Paris Hilton, Heidi Klum
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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#69 of 460 The Most Quotable Movies of All Time #239 of 803 The Greatest Chick Flicks Ever Made

4
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Ben Stiller, Jack Black, Robert Downey Jr.
Tropic Thunder is a 2008 American action satire comedy film directed by Ben Stiller. Through a series of freak occurrences, a group of actors shooting a big-budget war movie are forced to become ...more

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#855 of 1,699 The Most Rewatchable Movies #62 of 1,007 The All-Time Greatest Comedy Films #57 of 1,198 The Absolute Funniest Movies Of All Time

5
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Ben Stiller, Chuck Norris, Vince Vaughn
DodgeBall: A True Underdog Story, commonly referred to as DodgeBall, is a 2004 American sports comedy film produced by 20th Century Fox and Red Hour Productions, written and directed by Rawson ...more

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#49 of 1,007 The All-Time Greatest Comedy Films #73 of 460 The Most Quotable Movies of All Time

6
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Robin Williams, Ben Stiller, Carla Gugino
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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#176 of 1,007 The All-Time Greatest Comedy Films #108 of 116 The Best Native American Movies

7
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The Secret Life of Walter Mitty
"The Secret Life of Walter Mitty" is a short story by James Thurber. The most famous of Thurber's stories, it first appeared in The New Yorker on March 18, 1939, and was first ...more
8
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Chris Rock, Ben Stiller, Jada Pinkett Smith
Madagascar is a 2005 American computer-animated comedy film produced by DreamWorks Animation, and released in movie theaters on May 27, 2005. The film tells the story of four Central Park Zoo ...more

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#401 of 1,699 The Most Rewatchable Movies #316 of 1,198 The Absolute Funniest Movies Of All Time

9
Happy Gilmore is listed (or ranked) 9 on the list The Best Ben Stiller Movies
Adam Sandler, Ben Stiller, Julie Bowen
Happy Gilmore is a 1996 sports comedy film directed by Dennis Dugan and produced by Robert Simonds. It stars Adam Sandler as the title character, an unsuccessful ice hockey player who discovers ...more

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#100 of 1,699 The Most Rewatchable Movies #321 of 599 The Greatest Epic Movies Ever Madefeaturing 'Happy Gilmore' Is Secretly A Drama About Dealing With Loss And Grief

10
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Robert De Niro, Barbra Streisand, Dustin Hoffman
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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#529 of 1,699 The Most Rewatchable Movies #188 of 803 The Greatest Chick Flicks Ever Made

11
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Jennifer Aniston, Alec Baldwin, Ben Stiller
Along Came Polly is a 2004 American romantic comedy film written and directed by John Hamburg, starring Ben Stiller and Jennifer Aniston in the lead roles.

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#1,207 of 1,699 The Most Rewatchable Movies #10 of 66 The Best Movies About Getting Dumped

12
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Snoop Dogg, Carmen Electra, Will Ferrell
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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#1,048 of 1,198 The Absolute Funniest Movies Of All Time #81 of 113 The Best Movies Based on TV Shows

13
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Amy Adams, Robin Williams, Ben Stiller
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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#504 of 1,007 The All-Time Greatest Comedy Films #181 of 314 The Best Movies for Kids

14
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Christina Applegate, Will Ferrell, Ben Stiller
Anchorman: The Legend of Ron Burgundy, or simply Anchorman, is a 2004 comedy film directed by Adam McKay, produced by Judd Apatow, starring Will Ferrell, and written by McKay and Ferrell. The ...more

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#214 of 1,699 The Most Rewatchable Movies #4 of 1,007 The All-Time Greatest Comedy Films

15
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Eva Longoria, Ben Stiller, Malin Åkerman
The Heartbreak Kid is a 2007 romantic comedy film directed by the Farrelly brothers. Starring Ben Stiller, The Heartbreak Kid is a remake of the 1972 film of the same name. The film was ...more
16
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Ben Stiller, Jerry Stiller, Judd Apatow
Heavyweights is a 1995 comedy film directed by Steven Brill and co-written by Brill with Judd Apatow. Heavyweights is about a fat camp for kids that is taken over by a fitness guru named Tony

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#13 of 28 The Best Judd Apatow Movies #127 of 139 The Funniest Slapstick Movies Ever Madefeaturing Here's What The Cast Of 'Heavyweights' Looks Like Now

17
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Alec Baldwin, Fergie, Chris Rock
Madagascar: Escape 2 Africa is a 2008 American computer-animated comedy film written by Etan Cohen, and directed by Eric Darnell and Tom McGrath. This sequel to the 2005 film Madagascar ...more

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#135 of 589 The Best Animated Films Ever #633 of 1,699 The Most Rewatchable Movies

18
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Ben Stiller, Willam Belli, Vince Vaughn
Neighborhood Watch is a 2013 comedy science fiction film directed by Akiva Schaffer

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#170 of 192 The Best Alien Movies Ever Made #24 of 31 The Funniest Comedy Movies About Aliens

19
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Brad Pitt, Tina Fey, Will Ferrell
Megamind is a 2010 American 3D computer-animated superhero comedy film directed by Tom McGrath. It was produced by DreamWorks Animation and distributed by Paramount Pictures. The film premiered ...more

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#87 of 589 The Best Animated Films Ever #60 of 184 The Best Superhero Movies Ever Made #8 of 99 The Greatest Kids Sci-Fi Movies

20
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Kate Upton, Eddie Murphy, Joan Rivers
This film is a 2011 American comedy film directed by Brett Ratner. The plot follows Josh Kovaks (Ben Stiller), Charlie Gibbs (Casey Affleck) and Enrique Dev'reaux (Michael Peña), ...more
21
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Gwyneth Paltrow, Alec Baldwin, Bill Murray
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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#731 of 1,699 The Most Rewatchable Movies #426 of 1,198 The Absolute Funniest Movies Of All Time

22
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Jim Carrey, Ben Stiller, Jack Black
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 ...more

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#229 of 302 The Greatest Soundtracks of All Time #285 of 1,198 The Absolute Funniest Movies Of All Time #57 of 493 The Funniest '90s Movies

23
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Robin Williams, Ben Stiller, Owen Wilson
Night at the Museum: Secret of the Tomb is a 2014 American comedy adventure film directed by Shawn Levy, and the third installment in the series. Security guard Larry Daley (Ben Stiller) must ...more
24
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Jessica Chastain, Chris Rock, Ben Stiller
Madagascar 3: Europe's Most Wanted is a 2012 American 3D computer-animated comedy film, produced by DreamWorks Animation and distributed by Paramount Pictures. It is the third installment of the ...more

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#157 of 589 The Best Animated Films Ever #60 of 72 The Best CGI Animated Films Ever Made

25
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Ben Stiller, Tom Waits, Hank Azaria
Mystery Men is a 1999 American superhero comedy film directed by Kinka Usher and written by Neil Cuthbert and Bob Burden, loosely based on Burden's Flaming Carrot Comics, and starring Hank ...more

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#758 of 1,699 The Most Rewatchable Movies #78 of 165 The Greatest Comic Book Movies of All Time