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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26
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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
27
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Ben Stiller, Edward Norton, Jenna Elfman
Keeping the Faith is a 2000 American romantic comedy film written by Stuart Blumberg, and starring Ben Stiller, Edward Norton (in his directorial debut), Jenna Elfman, Eli Wallach, and Anne ...more
28
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Christian Bale, Ben Stiller, John Malkovich
Empire of the Sun is a 1987 American coming of age film based on J. G. Ballard's semi-autobiographical novel of the same name. Steven Spielberg directed the film, which stars Christian Bale, ...more
29
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Drew Barrymore, Ben Stiller, Danny DeVito
Duplex is a 2003 American comedy film directed by Danny DeVito, and starring Ben Stiller and Drew Barrymore. The film was called Our House for its release in the United Kingdom and Ireland.
30
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Ben Stiller, Mary Tyler Moore, Téa Leoni
Flirting with Disaster is a 1996 American comedy film written and directed by David O. Russell about a young father's search for his biological parents. The film stars Ben Stiller, Patricia ...more
31
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Jessica Alba, Robert De Niro, Barbra Streisand
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
32
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Jack Black, Kyle Gass, JR Reed
Tenacious D in The Pick of Destiny is a 2006 American musical comedy film about comedy rock duo Tenacious D. Written, produced by and starring Tenacious D members Jack Black and Kyle Gass, it is ...more
33
Zoolander 2 is listed (or ranked) 33 on the list The Best Ben Stiller Movies
Ben Stiller, Owen Wilson
Zoolander 2 is a 2014 comedy film written and directed by Justin Theroux.
34
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Ben Stiller, Kim Dickens, Ryan O'Neal
Zero Effect is a 1998 mystery film written and directed by Jake Kasdan. It stars Bill Pullman as "the world's most private detective" Daryl Zero and Ben Stiller as his assistant Steve ...more
35
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Chevy Chase, Ben Stiller, Jack Black
Orange County is a 2002 American comedy film starring Colin Hanks and Jack Black. It was released on January 11, 2002. The movie was distributed by Paramount Pictures and produced by MTV Films ...more
36
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Ben Stiller, Naomi Watts, Adam Driver
While We're Young is a 2014 American comedy film directed by Noah Baumbach. A New York-based documentary filmmaker (Ben Stiller) and his wife (Naomi Watts) develop a friendship with a couple in ...more
37
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Elizabeth Hurley, Ben Stiller, Owen Wilson
Permanent Midnight is a 1998 independent drama film directed by David Veloz and starring Ben Stiller. The supporting cast features Maria Bello, Elizabeth Hurley, Owen Wilson, Cheryl Ladd and ...more
38
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Amy Poehler, Will Ferrell, Jenna Fischer
Blades of Glory is a 2007 American comedy film directed by Will Speck and Josh Gordon, and starring Will Ferrell and Jon Heder. The movie was produced by MTV Films, Red Hour and Smart ...more
39
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Sarah Silverman, Ben Stiller, Rebecca Romijn
Run Ronnie Run is an American comedy film & a spin-off inspired by the HBO sketch comedy show Mr. Show. The recurring character Ronnie Dobbs is the focal point of the movie. It was directed ...more
40
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Liam Neeson, Ben Stiller, Helen Hunt
Next of Kin is a 1989 American action film directed by John Irvin and starring Patrick Swayze and Liam Neeson, with Adam Baldwin and Ben Stiller in one of his earliest roles. The screenplay was ...more
41
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Ben Stiller, John Cusack, Jerry Stiller
Hot Pursuit is a 1987 adventure/action-comedy film starring John Cusack, Robert Loggia, Jerry Stiller, Ben Stiller, Wendy Gazelle and Keith David.
42
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Ben Stiller, Jennifer Jason Leigh, Dave Franco
Greenberg is a 2010 American comedy-drama film written and directed by Noah Baumbach. The film stars Ben Stiller, Greta Gerwig, Rhys Ifans and Jennifer Jason Leigh. Greenberg was produced by ...more
43
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Rachel Weisz, Amy Poehler, Ben Stiller
Envy is a 2004 American comedy film directed by Barry Levinson. It stars Ben Stiller and Jack Black.
44
Elmo's Christmas Countdown is listed (or ranked) 44 on the list The Best Ben Stiller Movies
Elmo's Christmas Countdown Ben Stiller, Kevin James, Kevin Clash
Elmo's Christmas Countdown is an hour-long Sesame Street Christmas special that first aired on December 23, 2007 on ABC.
45
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Mila Kunis, Ben Stiller, George Carlin
Honey, We Shrunk Ourselves is a 1997 live-action direct-to-video sequel to Honey, I Shrunk the Kids and Honey, I Blew Up the Kid. It is the third and final film in the Honey, I Shrunk the Kids ...more
46
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Robert Downey Jr., Bruce Willis, Ben Stiller
That's Adequate is a 1989 mockumentary documenting a fictional Hollywood studio, Adequate Film Studios. Narrated and hosted by Tony Randall, the film features an all-star cast including James ...more
47
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Robert Downey Jr., Mike Tyson, Brooke Shields
Black and White is a 1999 American film directed by James Toback, starring Robert Downey, Jr., Gaby Hoffmann, Allan Houston, Jared Leto, Scott Caan, Claudia Schiffer, Brooke Shields, Bijou ...more
48
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Scarlett Johansson, Sarah Jessica Parker, Ben Stiller
If Lucy Fell is a 1996 romantic comedy starring Sarah Jessica Parker, Eric Schaeffer and Ben Stiller. It was released on DVD January 30, 2001. A young Scarlett Johansson plays a neighbor / art ...more
49
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Jim Carrey, Ben Stiller
50
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Ben Stiller, Mike Myers, Janeane Garofalo
Nobody Knows Anything is a 2003 comedy film directed by William Tannen and written by David Pasquesi.