1. Rounders
The final poker duel between Matt Damon and Teddy KGB, played by John Malkovich, entered history as one of the best poker scenes ever filmed.
2. 21
It features stars like Kevin Spacey, Laurence Fishburne, Liza Lapira, and Jim Sturgess in the leading role as Ben Campbell who joined the team to pay for his tuition for Harvard Medical School.
3. Casino
The movie follows the story of Same Rothstein, played by De Niro, and talks about the issues he faces running a casino, the involvement of the Mafia in the gambling business, and how his life changed over the years together with the city of Las Vegas.
4. Rain Man
Charlie is only interested in the money and getting the fortune his father had left in his will, while his brother Raymond, an autistic savant and expert in counting cards, only wishes to have a relationship with his brother.
While gambling plays only a small part in the movie, it shows how family ties are more important than easy cash, making it one of the must-watch movies.
5. The Gambler
The movie beautifully depicts the dangers of gambling and shows how Axel, even after getting enough money to pay off the loan shark Hips, succumbs to his addiction and sinks in deeper into the world of gambling.
The Gambler was remade in 2014. The remake features Mark Wahlberg in the leading role and Rupert Wyatt as the director.
6. The Cincinnati Kid
To achieve that, he sets on a journey where he will have to challenge Lancey Howard, the best player, and strip him off his title. The movie features Steve McQueen, Edward g. Robinson, and Ann-Margret, and is directed by Norman Jewison.
7. Ocean’s Eleven
Apart from Clooney, the movie features many other Hollywood superstars such as Brad Pitt, Matt Damon, Andy Garcia, and Julia Roberts, and due to its sheer popularity also has several sequels worth checking out.
8. High Roller: The Stu Ungar Story
The biopic portrays Stu’s life from early years to his third victory at the WSOP Main Event that happened a year before his death and includes all the joys and hardships of life that come with being a professional gin and poker player.
9. Two for the Money
It tells a story of a college football star who takes a job handicapping football games after suffering a career-ending injury. After major success, things quickly go south for him, and he is left reevaluating his ability to predict games and ends up relying purely on luck.
The movie was released in 2005 and it features Al Pacino, Matthew McConaughey, and Rene Russo as the leading roles.
10. Owning Mahowny
The movie depicts the domino effect gambling has on his life as he starts skimming millions of dollars from the bank he works at to fuel his gambling problem.