Best Gambling Movies of All Seasons!

Best Gambling Movies of All Seasons!

Best Gambling Movies of All Seasons!

Do you love watching gambling movies? Do these adventure-packed movies inspire you to become a professional gambler?  

Many filmmakers have directed remarkable gambling movies that you’ll love to watch again and again. It’s really amusing to hear the soothing sound of staking chips, spinning slots, and roulette wheels.

Whether you are watching the movies for entertainment or learning the tips & tricks to beat the house, we bet you’ll experience a strong craving to play at casinos.

So presenting to you on this page the list of #10 best gambling movies of all time. Get ready to watch these bonafide classics for 100% guaranteed fun, excitement, and drama!

#1. Let it Ride (1989)- Super combination of gambling and comedy

Let it Ride (1989)

  • Genre: Comedy
  • Movie cast: Richard Dreyfuss, Teri garr, Jennifer Tily, David Johansen and others
  • Directed by: Joe Pytka

Let it ride is an iconic gambling movie that created history. It is one of the most-watched and inspiring American comedy movies.

Richard Dreyfuss’s performance won millions of hearts. He plays the role of a nosy cab driver in the movie who gets the hot tip on horse racing betting and decides to try his luck on the track. 

While another character jay doesn’t lose even a single bet, no matter whatever he bets on. Will Richard win or lose all his hard-earned money? It’s worth watching!

The movie shows some incredibly funny scenes that will make you laugh out loud. We guarantee you won’t regret watching this historic movie!

#2. California Split (1974)- Comedy Drama

California Split

  • Genre: Comedy-drama
  • Movie cast: George Segal, Elliot Gould, Joseph Walsh, Gwen Welles.
  • Directed by: Robert Altman

This gambling movie is known for stoic facial expressions, dialogue delivery, and marvelous mock acting. Half of the movie revolves around George Segal and whether or not he’ll win the millions?

The story is about a casual gambler who gets inspired by a professional gambler and begins to mirror his life. The chemistry of George Segal and Elliot Gould is outstanding.  The movie resembles and is often compared with M-A-S-H, another hit by Altman. You’ll definitely have a good time watching this engaging and interesting movie. It is already available on Amazon and Apple TV+.

#3. Croupier-(1999): British neo-noir film


  • Genre: Mystery & Thriller
  • Movie cast: Clive Owen, Jack Manfred, Kate Hardie, Bella, Alex Kingston.
  • Directed by: Mike Hodges

Clive Owen plays the role of a tux croupier/in charge of the roulette table who spins the tables at night and a struggling writer during the day. He slowly turns into a player and earns a significant amount of money.

 It’s amazing how he slowly starts visualizing that he is turning into the character of his own novel. The movie shows the gambling culture of both sides. It was one of the biggest hits of his career. 

The movie has been directed amazingly. Jack/Jake is an engaging and must-watch character. Watch it today on Netflix and Google Play Store.

#4. Oceans Eleven

Oceans Eleven

  • Genre: American heist Comedy Film
  • Movie cast: George Clooney, Matt Damon, Andy García, Brad Pitt, Julia Roberts.
  • Directed by: Steven Soderbergh

Watch the Oceans Eleven and get to know the amusing casino culture. How Las Vegas casinos conduct poker games such as Texas Hold’em and slot machines. Written by Ted Griffin, The movie is about the sophisticated heist of $160 from three casinos in Las Vegas. The movie is filled with beautiful faces and stars such as George Clooney, Brad Pitt, and Julia Roberts.

The charismatic thief  George Clooney plans the thief on three principles to not hurt anyone, to not steal from needy ones, and play like you have nothing to lose.

#5. Vegas Vacation-1997

Vegas Vacation-1997

  • Genre: Comedy
  • Movie cast: Chevy Chase, Beverly D’Angelo, Randy Quaid, Ethan Embry, Marisol Nichols.
  • Directed by: Stephen Kessler

This movie features some funniest and idiotic scenes shot in Las Vegas Casino. The story revolves around a family that goes outing in Las Vegas. It’s exciting to watch the misadventures of each family member.

The father starts losing all his money in blackjack, and his wife, on the other side, falls in love with a lounge performer. You’ll get to watch different casino table games, dice games, and nightclubs.

So, what’ll happen next? Will the family reunite after so many troubles? Watch to unleash the curtain today?

#6. Molly’s Game-2017

Molly’s Game

  • Genre: Crime Drama Film
  • Movie cast: Jessica Chastain, Michael Cera, Idris Elba, Kevin Costner
  • Directed by: Aaron Sorkin(Oscar Winner)

The character of Molly is played by Jessica Chastain, who is a former Mogul skier champion. The story begins after she is met with a terrible accident and decides to move to Los Angeles. She dramatically shifts her career to an underground poker. Fortunately, she becomes a high roller queen of casino games.

Watch this movie to get a glimpse of the fascinating young female poker players. Explore the illegal,  addictive, and lucrative gambling system.  The movie has some heartbreaking scenes, especially Bill Camps when he drowns. 

Where to Watch? Molly’s Game is available on Netflix!

#7. Casino (1995)

Casino (1995)

  • Genre: Drama/ Thriller/ Suspense
  • Movie cast: Robert De Niro, Joe Pesci, and Sharon Stone
  • Directed by: Barbara De Fina

It’s an epic crime movie based on a true story. It’s a must-watch gambling movie for new aspirants who wish to become professional casino gamblers in the future. The movie focuses on the criminal underworld, American casino operators, and the gambling culture of sin city (Los Vegas).

The story is inspired by the life of Frank Rosenthal who use to manage the Stardust and other casinos in Las Vegas in the 1970s and 1980s. This movie is a saga of hunger, betrayal,  desires, money,  murder, arrogance, and power. The story revolves around two best friends. One is a mafia enforcer and the other is a casino executive. The story takes a U-turn when both the ally stands against each other.

Where to watch?  Netflix or Amazon prime on subscription.

#8. Atlantic City-1980

Atlantic City-1980

  • Genre: Romantic crime Canadian-French Film
  • Movie cast: Burt Lancaster, Susan Sarandon, Kate Reid, Michel Piccoli, and Al Waxman.
  • Directed by: Louis Malle

Despite being years old, this timeless and epic movie still feels updated and fresh. The movie has a big hand in the legalization of gambling in urban areas of the U.S. 

Written by John Guare, this gambling movie features Susan Sarandon from Saskatchewan, who wishes to become a blackjack dealer. Burt Lancaster has done full justice with his charm and acting skills. 

The movie throws light on the life of the beautiful Atlantic city. Atlantic city is one of the masterpieces of the American film industry and has been recommended to be preserved.

Where to watch? Kanopy, Amazon Prime Video, Vudu Movie, ROW8, or Apple TV.

#9. Mississippi Grind (2015)

Mississippi Grind (2015)

  • Genre: Comedy Emotional Drama
  • Movie cast: Ryan Reynolds, Ben Mendelsohn, Yvonne Landry
  • Directed by: Anna Boden and Ryan Fleck

The tale moves around Gerry who is facing extreme financial hardships and is looking for new sources to earn money. To change his destiny, He then becomes a partner with Curtis who is an attractive young poker player. 

The movie cast successfully managed to win people’s hearts and appreciation. Mississippi Grind even received awards for brilliant screenplays. The retro Mississippi movie beautifully portrays addiction, regrets, betrayals, depression, and trauma.

Both the friends plan to visit the new Orleans poker game to win the huge payouts. So will they win or lose what they got? Watch this suspense, thrill,  non-stop gambling, and full of drama movie!

#10. Hard Eight (1996)

Hard Eight (1996)

  • Genre: American Crime Film
  • Movie cast: Philip Baker Hall, John C.Reilly, Samuel L Jackson, Gwyneth Paltrow.
  • Directed & directed by: Paul Thomas Anderson

The movie was originally titled Sydney and is based on a short film by Paul known as Coffee & Cigarettes.

The movie is based on the character Sydney( a veteran gambler) played by. He becomes friends with John and soon becomes a casino champion. The movie depicts the darker side of the sin city of Las Vegas casinos i.e. depression, loneliness, and gloom. We bet you’ll be deeply moved by watching Hard eight movie.

This gambling movie has given many immortal scenes, especially the one with Philip Seymour Hoffman. This remarkable movie sets a benchmark for many aspiring directors. 

Where to watch? SHOWTIME, The Roku Channel, Spectrum TV, Prime Video, Vudu Movie Redbox, Apple TV,  Kanopy.

#11. 21 (2008)

21 (2008)

  • Genre: Drma/ Heist/ Thriller/ Crime.
  • Movie cast: Jim Sturgess, Josh Gad, Kate Bosworth, Aaron Yoo, Jacob Pitts.
  • Directed by: Robert Luketic

21, as the name reveals, is about the blackjack casino game. The movie is inspired by the true story of six MIT blackjack students who were trained in card counting in blackjack. Fortunately, they manage to beat the house consistently for about a decade. Basically, this movie depicts the science and strategies behind smart gambling. It’s a must-watch casino movie to boost your confidence and gain expertise in the blackjack/21 game.

21 casts all the young and beautiful faces such as Kate Bosworth, Jacob Pitts, and Jim Sturgess. This movie received huge criticism for presenting the Asian-American players as white people. 

Where to watch? Right now 21  is available on Amazon Prime, Netflix, and Hulu Plus.

#12.The Hustler (1961)

The Hustler (1961)

  • Genre: Drama/Cinema Scope Film.
  • Movie cast: Piper, George C. Scott, Jackie Gleason, and Paul Newman.
  • Directed by: Robert Rossen

The movie is inspired by a novel written by Walter Tevis in 1959 by the same name. It’s a tale of losing and winning over the pool sharks. Talking about the overall performance, The hustler is a great movie with star faces Gleason and Paul Newman. It is based on integrity, loyalty, and ambition.

The movie is about a damaged character who is a pool player and has fear of winning in spite of losing the game. Watch the smoke-filled pool rooms and the legendary character of Minnesota fats played by Jackie Gleason. 

The movie was a major success and won many awards in that era. We must say the popularity of pool games rose tremendously after the movie was launched. You can also watch its sequel ‘The color of money, which is an even better version of ‘The Hustler.’

Where to watch? Disney+

Wrapping up!

We hope you liked our list of best gambling movies of all seasons that will reveal the real side of the gambling world. If you are eager and have never been to the world’s star-studded casinos, start your journey with our recommended gambling movie. 

You can use the knowledge and experience and play with real money at online casinos. Get to know the brighter and darker side of the oh-so-fascinating casino world in Las Vegas, Atlantic City.  Start streaming now on Netflix, Disney+, or Prime Video!

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