The Best Ben Stiller Movies
1Ben Stiller, Jack Black, Robert DowneyTropic Thunder emerges as a comedic gem in Ben Stiller's illustrious filmography, masterfully blending satirical elements with action-packed sequences. As both the director and protagonist, Stiller delivers a compelling performance as the misguided action star Tugg Speedman, entangled in a real-life battle while shooting a war film. This uproarious comedy brilliantly lampoons Hollywood's self-centered culture and its fascination with war films while engaging viewers with a star-studded ensemble cast, including Robert Downey Jr., Jack Black, and Tom Cruise. With pitch-perfect comedic timing and an intelligent script, Tropic Thunder showcases Stiller's versatility as an actor and filmmaker.
More Tropic Thunder
- #233 of 264 onThe 200+ Best War Movies Of All Time
- #97 of 702 onThe All-Time Greatest Comedy Films
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2Robert De Niro, Ben Stiller, Blythe DannerIn Meet the Parents, Ben Stiller shines as the endearing Greg Focker, who faces the challenging task of winning over his girlfriend's disapproving father, played by the venerable Robert De Niro. The film presents a potent combination of memorable characters, side-splitting humor, and well-crafted dialogue that keeps viewers invested in the outcome. Stiller's adept portrayal of a man desperate for acceptance demonstrates his ability to connect with audiences, while his on-screen chemistry with De Niro adds depth to this classic comedy.
More Meet the Parents- #43 of 135 onThe 100+ Best Movies For Date Night
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- #51 of 702 onThe All-Time Greatest Comedy Films
3Ben Stiller, Owen Wilson, Will FerrellZoolander is undeniably one of Ben Stiller's most iconic roles, demonstrating his capacity to create memorable, quotable characters. As the outlandishly vain male model Derek Zoolander, Stiller delivers a performance that is equal parts hilarious and endearing. Directed by Stiller himself, the film satirizes the fashion industry with razor-sharp wit, offering audiences a glimpse into the absurdity of superficial celebrity culture. Bolstered by a talented supporting cast, including Owen Wilson and Will Ferrell, Zoolander is a testament to Stiller's prowess as an actor and filmmaker and is essential viewing for fans of his unique brand of humor.
More Zoolander- #599 of 772 onThe Most Rewatchable Movies
- #397 of 702 onThe All-Time Greatest Comedy Films
- #25 of 113 onThe Best Movies Of 2001
4Vince Vaughn, Christine Taylor, Ben StillerDodgeBall: A True Underdog Story showcases Ben Stiller in a memorable role as the egotistical fitness guru White Goodman. Pitted against Vince Vaughn's lovable Peter LaFleur, Stiller's character leads an elite dodgeball team in an intense competition, stirring both hilarity and anticipation. The film's emphasis on camaraderie and perseverance elevates it beyond standard slapstick fare, while Stiller's characterization of Goodman provides a perfect foil to Vaughn's easygoing persona. DodgeBall boasts a motley crew of supporting characters that complement Stiller's comedic genius, earning it a place among his most memorable films.
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- #411 of 772 onThe Most Rewatchable Movies
- #53 of 702 onThe All-Time Greatest Comedy Films
5Cameron Diaz, Matt Dillon, Ben StillerThere's Something About Mary stands tall as a quintessential Ben Stiller movie, wherein he skillfully embodies the hapless romantic lead, Ted. Directed by the Farrelly brothers, this widely cherished rom-com delights viewers with its unpredictable plotline, as Ted navigates a series of hilarious obstacles in pursuit of his high school crush, Mary, played by Cameron Diaz. With the perfect mix of slapstick humor and heartfelt moments, this timeless comedy captures Stiller's undeniable charm and comedic prowess, contributing to its lasting resonance in the realm of romantic comedies.
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6Ben Stiller, Carla Gugino, Dick Van DykeIn Night at the Museum, Ben Stiller shines as the hapless security guard Larry Daley, who discovers that the exhibits at New York's Museum of Natural History magically come to life after dark. The film masterfully blends adventure, comedy, and heart, anchored by Stiller's heartfelt performance. Driven by an engaging premise, Night at the Museum takes viewers on a fantastical journey through history that is both entertaining and educational. Supported by a talented ensemble, including Robin Williams as Teddy Roosevelt, Stiller's heroics are met with uproarious antics, making this family-friendly film a must-see for all ages.
More Night at the Museum- #93 of 772 onThe Most Rewatchable Movies
- #187 of 702 onThe All-Time Greatest Comedy Films
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7The Secret Life of Walter Mitty
In The Secret Life of Walter Mitty, Ben Stiller takes on the titular role of a daydreaming office worker who embarks on an extraordinary real-life adventure. Stiller's compelling performance transcends his typical comedic fare, delving into deeper emotional territory with sincerity and nuance. Directed by Stiller himself, the film boasts stunning visuals and a captivating narrative that emphasizes the transformative power of embracing one's dreams. The Secret Life of Walter Mitty offers a masterful showcase of Stiller's range as an actor and director, providing a refreshing departure from his traditional comedic roles.
8Robert De Niro, Ben Stiller, Dustin HoffmanMeet the Fockers serves as a delightful sequel to the widely adored Meet the Parents, reuniting Ben Stiller and Robert De Niro as the mismatched duo of Greg Focker and Jack Byrnes. Further complicating their tumultuous relationship, Greg's eccentric parents, played by Dustin Hoffman and Barbra Streisand, add to the film's riotous humor. Stiller's finely tuned comedic timing and his chemistry with the ensemble cast create a perfect storm of laughter and heart, ensuring that this sequel lives up to the original's high standards.
More Meet the Fockers- #429 of 772 onThe Most Rewatchable Movies
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9Adam Sandler, Christopher McDonald, Julie BowenAlthough not a leading role, Ben Stiller's supporting performance in Happy Gilmore is not to be overlooked. Portraying an unscrupulous nursing home orderly, Stiller's character adds an extra layer of humor to this uproarious sports comedy. Starring Adam Sandler as an aggressive hockey player turned golfer, the film's slapstick humor and energetic pacing provide an engaging backdrop for Stiller's memorable cameo. With an enduring appeal, Happy Gilmore remains a cherished favorite among fans of both Stiller and Sandler.
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- #76 of 772 onThe Most Rewatchable Movies
- #15 of 702 onThe All-Time Greatest Comedy Films
10Ben Stiller, Chris Rock, David SchwimmerMadagascar showcases Ben Stiller's incredible voice talents as the animated lion Alex, who finds himself stranded on a remote island alongside his fellow zoo animals. The film captivates viewers with its vibrant animation and endearing characters while illustrating the importance of friendship and self-discovery. Stiller's vocal performance imbues Alex with warmth and charm, elevating the movie's emotional resonance. Madagascar's delightful blend of humor and heart makes it a beloved classic in the realm of animated films.
More Madagascar- #300 of 772 onThe Most Rewatchable Movies
- #10 of 143 onThe Best Movies of 2005
- #49 of 447 onThe 400+ Best Animated Kids Movies
11Ben Stiller, Owen Wilson, Snoop DoggStarsky & Hutch features Ben Stiller alongside Owen Wilson in a comedic reinterpretation of the classic 1970s television series. Stiller expertly portrays the dedicated, by-the-book detective David Starsky, whose contrasting dynamic with Wilson's laid-back Ken Hutchinson generates ample on-screen chemistry and humor. The movie boasts a well-crafted blend of action, comedy, and nostalgia for fans of the original series while standing on its own as a captivating buddy-cop adventure. Stiller's adept performance in this homage to a television classic demonstrates his versatility and solidifies his position as a leading comedic talent.
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12Ben Stiller, Jennifer Aniston, Philip Seymour HoffmanAlong Came Polly is a delightful romantic comedy that features Ben Stiller as the risk-averse Reuben Feffer, who unwittingly falls for the unpredictable Polly, played by Jennifer Aniston. The film's humor flows effortlessly from the awkward situations and misunderstandings that arise as the two navigate their burgeoning relationship. Stiller's portrayal of the lovable yet neurotic Reuben showcases his ability to bring both depth and hilarity to his characters, making Along Came Polly an enjoyable rom-com staple.
More Along Came Polly- #83 of 99 onThe Best Movies Of 2004, Ranked
- #413 of 470 onThe 400+ Best Chick Flicks Ever
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13Ben Stiller, Robin Williams, Amy AdamsNight at the Museum: Battle of the Smithsonian is a worthy sequel to the beloved original, once again featuring Ben Stiller as the resourceful security guard Larry Daley. This time, the adventure takes audiences to Washington DC's famed Smithsonian Institution, where an eclectic collection of historical figures and artifacts spring to life. Stiller's dynamic performance is complemented by returning cast members and new additions alike, ensuring that this second installment retains the humor, excitement, and wonder of its predecessor.
- #549 of 702 onThe All-Time Greatest Comedy Films
- #288 of 630 onThe 600+ Funniest Movies Of All Time
- #25 of 136 onThe 120+ Best Movies For 10-Year-Old Kids
14Will Ferrell, Christina Applegate, Paul RuddThough not a primary role, Ben Stiller's cameo in Anchorman: The Legend of Ron Burgundy as Arturo Mendes, a rival newscaster, is a testament to his impactful presence in the comedic sphere. Set against the backdrop of a 1970s newsroom, the film revolves around Will Ferrell's iconic Ron Burgundy, whose encounters and rivalries with other news teams result in unforgettable comedic moments. Stiller's brief yet spirited appearance adds another layer of hilarity to the film, further solidifying his status as a comedic force to be reckoned with.
- #353 of 772 onThe Most Rewatchable Movies
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- #42 of 702 onThe All-Time Greatest Comedy Films
15Ben Stiller, Michelle Monaghan, Jerry StillerThe Heartbreak Kid showcases Ben Stiller as the hopelessly romantic Eddie Cantrow, who discovers all-too-late that his new bride is far from his dream woman. Directed by the Farrelly brothers, this remake of the 1972 comedy combines raunchy humor with genuine heart. Stiller's nuanced portrayal of a man caught between loyalty and desire resounds with audiences and is further enhanced by strong performances from supporting cast members, including Malin Åkerman, Jerry Stiller, and Michelle Monaghan. The Heartbreak Kid proves that Stiller's penchant for creating relatable, flawed characters endures, regardless of the film's context or era.
More The Heartbreak Kid- #110 of 139 onThe Best Movies Of 2007
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16Gene Hackman, Anjelica Huston, Ben StillerIn The Royal Tenenbaums, Ben Stiller inhabits the role of Chas, the eldest member of an eccentric, dysfunctional family brought together by their patriarch's terminal illness. Directed by Wes Anderson, the film boasts a stellar ensemble cast, including Gene Hackman, Gwyneth Paltrow, and Bill Murray. Stiller's restrained, emotionally complex performance demonstrates his ability to handle more dramatic roles while still delivering well-timed comedic elements. The Royal Tenenbaums is a poignant, visually striking film that highlights Stiller's versatility as an actor.
More The Royal Tenenbaums- #656 of 772 onThe Most Rewatchable Movies
- #590 of 702 onThe All-Time Greatest Comedy Films
- #56 of 66 onMovies You Wish You Could Still Watch for the First Time
17Tom McGowan, Aaron Schwartz, Ben StillerHeavyweights marks an early entry into Ben Stiller's filmography, where he takes on the role of Tony Perkis, a zealous fitness guru determined to whip a group of overweight children into shape. Set within the confines of a summer camp, the film navigates themes of self-acceptance and camaraderie through a blend of humor and heart. Stiller's intense portrayal of the misguided yet well-meaning Perkis showcases his commitment to creating memorable characters, even in his early career.
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- #281 of 702 onThe All-Time Greatest Comedy Films
- #111 of 168 onThe Best '90s Comedy Movies, Ranked
18Hank Azaria, Janeane Garofalo, William H. MacyIn Mystery Men, Ben Stiller plays Mr. Furious, a superhero wannabe who leads a ragtag group of misfits in their quest to save their city from evil forces. The film is an amusing, offbeat take on the superhero genre, with Stiller's earnest performance perfectly capturing the essence of his character. The ensemble cast, featuring talents such as William H. Macy, Hank Azaria, and Janeane Garofalo, further elevates the film's quirky humor, making Mystery Men an interesting departure from Stiller's traditional comedic offerings.
More Mystery Men- #468 of 702 onThe All-Time Greatest Comedy Films
- #138 of 168 onThe Best '90s Comedy Movies, Ranked
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19Winona Ryder, Ethan Hawke, Ben StillerReality Bites is a seminal 1990s film that features Ben Stiller both in front of and behind the camera, marking his directorial debut. Stiller portrays the lovelorn television executive Michael Grates, who becomes embroiled in a love triangle with Winona Ryder's Lelaina and Ethan Hawke's Troy. The film delves into the uncertainties and challenges faced by Generation X, with Stiller's character embodying the conflict between idealism and corporate ambition. Reality Bites showcases Stiller's range as an actor and his budding talent as a director, proving that his humor can resonate across various decades and contexts.
More Reality Bites- #270 of 279 on'Old' Movies Every Young Person Needs To Watch In Their Lifetime
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20Ben Stiller, Chris Rock, David SchwimmerIn Madagascar: Escape 2 Africa, Ben Stiller once again lends his voice to Alex the lion, as he and his motley crew of zoo animals continue their journey back to New York City. The sequel successfully builds upon its predecessor's humor and heart, with Stiller's spirited vocal performance adding depth and nuance to his animated character. The film's poignant exploration of family, identity, and belonging ensures that its appeal extends beyond younger audiences, solidifying both its and Stiller's place among the pantheon of beloved animated features.
- #143 of 447 onThe 400+ Best Animated Kids Movies
- #663 of 702 onThe All-Time Greatest Comedy Films
- #74 of 174 onThe 150+ Best Animal Movies
21Ben Stiller, Robin Williams, Owen WilsonNight at the Museum: Secret of the Tomb marks the final entry in the beloved trilogy, with Ben Stiller reprising his role as the intrepid Larry Daley. This time, the action moves to London's British Museum, where audiences are introduced to an assortment of new historical figures and artifacts. Stiller's performance remains as engaging and heartfelt as ever, expertly navigating the film's blend of humor, adventure, and emotion. As a fitting conclusion to the series, Night at the Museum: Secret of the Tomb cements Stiller's legacy as a leading man capable of capturing the hearts and imaginations of audiences worldwide.
22Ben Stiller, Eddie Murphy, Casey AffleckTower Heist pairs Ben Stiller with an ensemble cast, including Eddie Murphy, Casey Affleck, and Matthew Broderick, in a high-stakes heist comedy. Stiller's portrayal of building manager Josh Kovacs, who plots to steal back the millions swindled from his employees, is both sympathetic and engaging. The film expertly balances humor and suspense, with Stiller's comedic talents complementing the more action-oriented elements of the story. Tower Heist demonstrates that Stiller can excel within various genres, further showcasing his versatility as an actor.
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23Jim Carrey, Matthew Broderick, Leslie MannThe Cable Guy finds Ben Stiller working both on-screen and off as director and supporting actor in this darkly comedic film. While Jim Carrey takes center stage as the eponymous character, Stiller's portrayal of Sam Sweet, a man accused of murdering his twin brother, adds a distinct undertone of intrigue. The film is a departure from Stiller's traditional comedy fare, demonstrating his willingness to push boundaries and explore new creative avenues as an actor and filmmaker.
More The Cable Guy- #581 of 702 onThe All-Time Greatest Comedy Films
- #318 of 379 onThe Best Movies Of The 1990s
- #103 of 168 onThe Best '90s Comedy Movies, Ranked
24Will Ferrell, Brad Pitt, Tina FeyIn MegaMind, Ben Stiller lends his voice to the character Bernard, an unwitting pawn in the titular supervillain's schemes. Stiller's brief yet memorable vocal performance adds an additional layer of humor to this animated tale that grapples with themes of heroism, redemption, and self-discovery. MegaMind's blend of clever writing and visually striking animation make it an engaging watch, with Stiller's performance contributing to its appeal for audiences of all ages.
More MegaMind- #67 of 447 onThe 400+ Best Animated Kids Movies
- #94 of 188 onThe 180+ Top Kids Movies
- #18 of 45 onThe 40+ Best Family Sci-Fi Movies
25Ben Stiller, Vince Vaughn, Jonah HillIn The Watch, Ben Stiller stars as the well-intentioned Evan, who forms a neighborhood watch group alongside Vince Vaughn, Jonah Hill, and Richard Ayoade to protect their community from otherworldly threats. The film deftly navigates the terrain between science fiction and comedy, with Stiller's knack for physical humor and keen comedic timing serving as key drivers of the movie's appeal. The ensemble cast's chemistry further bolsters the film's entertainment value, showcasing Stiller's ability to hold his own alongside fellow comedic heavyweights.
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26Ben Stiller, Chris Rock, David SchwimmerMadagascar 3: Europe's Most Wanted once again features Ben Stiller as the voice of Alex the lion, joining forces with his fellow animal companions to find their way back to New York City. This third installment takes viewers on a whirlwind adventure through Europe, with Stiller's endearing vocal performance anchoring the film amidst its colorful, fast-paced narrative. Packed with excitement, humor, and heart, Madagascar 3 successfully closes out the animated franchise while reaffirming Stiller's status as a versatile talent in both live-action and animated films.
27Christian Bale, John Malkovich, Miranda RichardsonAlthough a relatively minor role, Ben Stiller's appearance in Steven Spielberg's Empire of the Sun warrants recognition. Set against the backdrop of World War II, the film follows young English boy Jim Graham, played by a young Christian Bale, whose life is upended when he becomes a prisoner of war. Stiller's portrayal of the opportunistic Dainty adds a touch of dark comedy to this otherwise dramatic film, showcasing his early ability to leave an impression on audiences even in smaller roles.
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- #76 of 264 onThe 200+ Best War Movies Of All Time
- #220 of 399 onThe Best Movies Of The 1980s, Ranked
28Ben Stiller, Ed Norton, Jenna ElfmanIn Keeping the Faith, Ben Stiller steps into the shoes of Rabbi Jake Schram, who finds himself caught in a love triangle with his best friend, a priest played by Edward Norton, and their childhood friend Anna, portrayed by Jenna Elfman. The film successfully navigates the complexities of love, friendship, and faith, with Stiller's endearing performance at its core. His ability to convey the emotional depths of his character and maintain his comedic edge ensures that Keeping the Faith is a heartfelt and engaging film experience.
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29Ben Stiller, Drew Barrymore, Eileen EssellDuplex stars Ben Stiller and Drew Barrymore as a young couple who find themselves grappling with an unwelcome tenant in their idyllic new home. Stiller's portrayal of the increasingly desperate Alex showcases his talent for dark humor and physical comedy, perfectly complementing Barrymore's performance. Directed by Danny DeVito, the film offers a quirky, offbeat take on the struggles of homeownership, exemplifying Stiller's ability to consistently entertain with his unique brand of humor.
30Ben Stiller, Patricia Arquette, Téa LeoniFlirting with Disaster features Ben Stiller as Mel Coplin, a man on a quest to discover his biological parents. Throughout the film, Stiller's signature comedic timing is on full display as he deftly navigates a series of misadventures involving a colorful cast of supporting characters. Balancing humor with heart, Flirting with Disaster highlights Stiller's ability to create relatable, flawed characters who resonate with audiences.
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