Top 10 Best Ben Stiller Movies

Ben Stiller is one of the faces of American comedy: from cringe-inducing awkwardness to subtle melancholy, he can do it all. But he's more than a joker: dig into his work and you'll find character development, emotion and unexpected depth. Here are the best films in which Stiller shows he's more than a clown.

Posted by Daniel · 10 votes · September 4, 2026

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#1

There's Something About Mary (1998)

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The film that made Ben Stiller a star. He plays Ted, a hapless romantic with a bit too much ambition, and bad luck. His obsession with Mary leads to embarrassing situations but also to scenes that have become iconic. Outrageous, funny and sometimes too much, but never boring.

#2

Meet the Parents (2000)

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Greg Focker finally meets his girlfriend's parents, only her father Jack Byrnes (Robert De Niro) turns out to be a former CIA agent. The film thrives on that awkward cat-and-mouse game, and Stiller shines as the nervous guy who tries way too hard. A perfect balance of comedy and tension.

#3

Zoolander (2001)

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Derek Zoolander, a supermodel who isn't the sharpest tool in the shed, gets caught up in an assassination plot. Stiller directs, stars and co-writes, creating a cult classic full of one-liners and absurdity like 'Blue Steel'. A satire of fashion, celebrity and ego.

#4

The Royal Tenenbaums (2001)

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In this Wes Anderson classic, Stiller is part of an ensemble of eccentrics. He plays Chas Tenenbaum, a widowed father obsessed with his sons' safety after losing his wife. His grief and bottled-up anger give depth to an otherwise absurd stage. One of his most serious performances.

#5

Tropic Thunder (2008)

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Stiller directs and stars in a film about actors making a war movie who end up in a real war zone. Over the top, with endless layers of satire and an Oscar-nominated Robert Downey Jr. Stiller shows he can be sharp without sparing himself.

#6

The Secret Life of Walter Mitty (2013)

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A surprising turn: Stiller plays the daydreaming lead and directs. Walter is a photo archivist who'd rather imagine adventures than live them, until he actually sets off. Visually stunning, emotionally restrained and reason enough to love Stiller as a director.

#7

Brad's Status (2017)

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A film few people saw, but one that shows Stiller's talent for dramatic nuance. As a father consumed by envy of his old college friends while touring colleges with his son, he delivers a restrained, relatable and sometimes painful character.

#8

Greenberg (2010)

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Here Stiller sheds his star persona. As a struggling former musician in Los Angeles, he plays an awkward man wrestling with himself and his broken relationships. Intimate, uncomfortable and well acted.

#9

Night at the Museum (2006)

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Larry discovers that the museum exhibits come to life at night, causing hilarious chaos. A popcorn family adventure, but one where Stiller steals the show as a charming klutz.

#10

DodgeBall: A True Underdog Story (2004)

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Stiller is White Goodman, the arrogant gym owner facing Vince Vaughn's underdog team. Colorful, absurd and iconic, proving his timing is perfect for this kind of satire.

#11

Nutcrackers (2024)

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Stiller plays a workaholic city guy who has to look after four orphaned nephews on a rural Ohio farm in this warm, low-key comedy.

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