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The 10 Best Gambling Movies of All Time

Gambling movies have long captivated audiences with their high stakes, intense drama, and unforgettable characters. From thrilling casino heists to high-risk poker games, these films immerse viewers in the exhilarating world of gambling, where fortune can change in an instant. Whether you’re a fan of classic crime dramas or modern thrillers, the best gambling movies deliver suspense, strategy, and the occasional life-altering bet. In this list, we’ll explore the 10 best gambling movies of all time, featuring iconic performances, gripping storylines, and the adrenaline rush that makes these films unforgettable.

Adam Sandler in Uncut Gems. Image via A24.
Adam Sandler in Uncut Gems. Image via A24.

The 10 Best Gambling Movies

  1. Casino (1995) – Directed by Martin Scorsese, this classic tells the story of the mob’s involvement in Las Vegas and features intense casino scenes and behind-the-scenes drama.
  2. Rounders (1998) – A cult favorite among poker fans, this film delves into underground high-stakes poker games and features memorable performances by Matt Damon and Edward Norton.
  3. The Sting (1973) – A tale of two con artists who set up a complex betting scheme to take down a crime boss, blending sharp wit and suspense.
  4. Molly’s Game (2017) – Based on the true story of Molly Bloom, this film explores the rise and fall of a woman who ran one of the most exclusive underground poker games in the world.
  5. 21 (2008) – Inspired by real events, this movie follows a group of MIT students who master card counting and take Las Vegas casinos for millions.
  6. The Cincinnati Kid (1965) – A young poker player challenges a seasoned champion, leading to intense card games and personal drama.
  7. Ocean’s Eleven (2001) – A heist film at heart, it revolves around robbing three Las Vegas casinos and highlights the glamour and allure of the casino world.
  8. The Gambler (1974) – The original classic starring James Caan delves into the psychology of gambling addiction and the risks that come with chasing losses.
  9. The Gambler (2014) – A modern remake starring Mark Wahlberg, exploring similar themes of debt, addiction, and the lengths one will go to for a big win.
  10. Uncut Gems (2019) – Adam Sandler shines in this intense thriller about a jeweler and gambling addict who places high-stakes bets while evading loan sharks.

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