In Saint John of Las Vegas (2009:$0.10M) Steve Buscemi is an ex-gambler drawn back into gambling.įear and Loathing in Las Vegas (1998:$10.68M) features Johnny Depp, Benicio Del Toro and Tobey Maguire, while The Grand (2007:$8.11M) stars Woody Harrelson and improv actors playing in a poker tournament.Īsso (1981) has a top poker player, while Christmas Rematch (2004) features players in a unique challenge. The Hangover (2009:$277.32M) showed debauchery in Sin City post-bachelor party, while dark-humored Very Bad Things (1998:$9.80M, Christian Slater, Jon Favreau) proves you cannot hide the evidence (a dead prostitute). Funny Man (1994) has Tim James winning poker in a hauntingly fun way! George Segal’s stakes in California Split (1974:$10.9M, Breckin Meyers) includes a celeb lineup in Rat Race (2001:$56.62M) vying for a top prize. In Let It Ride (1989:$4.97M) a man wins EVERY horse bet, while Jason Priestly doubles down in Zigs (2001) to get out of debt. Best Gambling Comediesīet on the Griswold family winning big in Vegas Vacation (1997:$36.43M) or Nicholas Cage losing $65K and having to marry Betsy (a young Sarah Jessica Parker) in Honeymoon in Vegas (1992:$35.21M). Below we will explore the best gambling movies of all time (and which made box office history). From owing the mob millions to Elvis impersonators and underground poker parties, movies about gambling include a host of genres and award-winning talent.

Best casinogambling movies