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Best Woody Allen Movies

13th Nov 2025
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Woody Allen, a cinematic titan whose career spans decades, has gifted the world a remarkable filmography. His signature blend of neurotic wit, existential pondering, and New York City charm has resonated with audiences and critics alike, resulting in a legacy of enduring relevance. This carefully curated list celebrates some of his most celebrated and influential works, a journey through the highs and lows of relationships, art, and the human condition as seen through Allen's uniquely observant lens. Now it’s your turn! We invite you to personalize this list and share your own definitive ranking of the best Woody Allen films. Simply drag and drop the movie titles to rearrange them according to your personal preference. Consider your favorite performances, the films that have stayed with you, and the ones you find most re-watchable. Don’t be shy; let your voice be heard and create your ultimate Woody Allen movie experience.

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Best Woody Allen Movies

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#29.

Small Time Crooks (2000)

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Woody Allen's "Small Time Crooks" is a delightful comedic caper centered around Ray and Frenchy Winkler, a hopelessly inept couple dreaming of the big time. Ray, a former dishwasher with grandiose plans, convinces Frenchy to invest their life savings in a cookie store, which will serve as a front for his ambitious bank robbery scheme. However, the robbery itself goes hilariously awry, and instead, the cookie business unexpectedly explodes in popularity. Suddenly, these small-time crooks are dealing with newfound wealth, navigating high society, and grappling with the absurdities of their accidental success, all while desperately trying to conceal their criminal intentions. "Small Time Crooks" earns its place among Allen's best for its sharp wit, perfectly calibrated performances, and classic comedic setups. The film showcases Allen's talent for lampooning social climbers and the pretensions of the wealthy, while also offering a surprisingly sweet and sincere portrayal of Ray and Frenchy's unlikely romance. It's a film that manages to be both laugh-out-loud funny and subtly insightful, a hallmark of Allen's most memorable works. Beyond the farcical premise, "Small Time Crooks" explores themes of ambition, class, and the unpredictable nature of fate, all wrapped in a package of vintage Woody Allen charm.

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