Top 10 Comedy Films About Gambling

Description: Although not strictly about gambling, this classic film involves a con game with elements of gambling, and its light-hearted approach to crime and deception makes it a comedy of sorts.

Fact: The film won seven Academy Awards, including Best Picture.

Description: This comedy-western film follows Bret Maverick, a gambler who needs to win a high-stakes poker game to enter a tournament. The film is filled with comedic situations, from Maverick's attempts to gather the entry fee to the tournament itself.

Fact: The film was inspired by the 1950s TV series of the same name.

Description: This film delves into the world of underground poker, with plenty of comedic moments arising from the characters' interactions and the high-stakes games they play.

Fact: The film's script was co-written by Brian Koppelman and David Levien, who are known for their work on "Billions."

Description: While more of a drama, this film has its share of dark humor as it follows a struggling writer who becomes a croupier in a London casino, dealing with the temptations and dangers of the gambling world.

Fact: Clive Owen's performance in this film helped launch his career in Hollywood.

Description: While primarily a heist film, the humor comes from the characters' interactions and the elaborate plan to rob three Las Vegas casinos simultaneously, with gambling as a central theme.

Fact: The film was a remake of the 1960 Rat Pack film of the same name.

Description: While not strictly a comedy, this film has its fair share of laughs, especially with William H. Macy's character, Bernie, who is a "cooler" in a casino, someone whose bad luck can turn the tide for the house. The comedic elements arise from his attempts to change his luck and the casino's efforts to keep him unlucky.

Fact: Alec Baldwin won a Golden Globe for his supporting role in this film.

Description: Based on the true story of the MIT Blackjack Team, this film combines the thrill of gambling with the comedy of a group of students outwitting casinos. The light-hearted moments come from their elaborate schemes and the inevitable mishaps that follow.

Fact: The film was inspired by the book "Bringing Down the House" by Ben Mezrich.

Description: This film kicks off with a bachelor party in Vegas, where gambling plays a pivotal role in the ensuing chaos. The comedic gold comes from the characters' desperate attempts to piece together their wild night, which includes a gambling debt and a missing groom.

Fact: The film was so successful that it spawned two sequels, and the term "Hangover" became synonymous with epic nights out.

Description: While darker in tone, this remake of the 1974 film has its moments of dark comedy, especially in the protagonist's reckless gambling and the consequences that follow.

Fact: Mark Wahlberg plays the lead role, originally portrayed by James Caan.

Description: A mockumentary about a high-stakes poker tournament, this film is filled with comedic characters and situations, showcasing the eccentricities of the gambling world in a humorous light.

Fact: The film features a mix of well-known actors and real-life poker players, including Woody Harrelson and David Cross.