The Big Town (1987)

Tommy Lee Jones, Cherry Jones, Matt Dillon, Bruce Dern

J.C. Cullen arrives in Chicago in 1957 from a small town. With a talent for winning at craps, he tries to embark as a professional gambler. He breaks the bank at a private craps game at the Gem Club, owned by the dangerous and brutal George Cole, and falls for two women, one of whom is Cole's wife.