Movies Similar to It's Fun to Gamble, If You Win

Snatch(2000)

Unscrupulous boxing promoters, violent bookies, a Russian gangster, incompetent amateur robbers, and supposedly Jewish jewellers fight to track down a priceless stolen diamond.

The Edukators(2004)

Three activists cobble together a kidnapping plot after they encounter a businessman in his home.

Ocean's Eleven(1960)

Danny Ocean and his gang attempt to rob the five biggest casinos in Las Vegas in one night.

Bang, Boom, Bang(1999)

Bank robber Kalle Grabowski escapes from prison while his unemployed smalltime crook buddy is sitting around doing nothing after he just lost all their money. A fast paced comedy from German director Peter Thorwarth.

Snack Shack(2024)

Inseparable best friends AJ and Moose decide to run the local pool's snack shack after their plan to sell home-brewed beer goes down the drain. Things take a turn when they meet Brooke, an effortlessly cool lifeguard who puts their big plans, and friendship, at risk.

Viva Las Vegas(1964)

Lucky Jackson arrives in town with his car literally in tow ready for the first Las Vegas Grand Prix - once he has the money to buy an engine. He gets the cash easily enough but mislays it when the pretty swimming pool manageress takes his mind off things. It seems he will lose both race and girl, problems made more difficult by rivalry from Elmo Mancini, fellow racer and womaniser.

Futureless Things(2014)

The various faces of youth and people in an enclosed space of a convenience store for 12 hours.

Black Cat, White Cat(1998)

Matko is a small time hustler, living by the Danube with his 17-year-old son Zare. After a failed business deal he owes money to the much more successful gangster Dadan. Dadan has a sister, Afrodita, that he desperately wants to see get married so they strike a deal: Zare is to marry her.

Dos gallos pisadores(1994)

An old man tells the story of two wanderers in 1950s Mexico who spend their days drinking and scamming people out of their money - until one meets a woman and decides to settle down.

Dodecahedron of Luck: The family fortune and how I almost lost it, but didn't(2025)

A young wealthy duchess wagers her family fortune, in an instant her life could change, but doesn't

The Girl on the Bridge(1999)

It's night on a Paris bridge. A girl leans over Seine River with tears in her eyes and a violent yearning to drown her sorrows. Out of nowhere someone takes an interest in her. He is Gabor, a knife thrower who needs a human target for his show. The girl, Adele, has never been lucky and nowhere else to go. So she follows him. They travel along the northern bank of the Mediterranean to perform.

Get Shorty(1995)

Chili Palmer is a Miami mobster who gets sent to L.A. to collect a bad debt from Harry Zimm, a Hollywood producer who specializes in cheesy horror films. When Chili meets Harry's leading lady, the romantic sparks fly. After pitching his own life story as a movie idea, Chili learns that being a mobster and being a Hollywood producer really aren't all that different.

Otto - The Movie(1985)

East Friesian Otto moves to the big city Hamburg. There he gets into trouble with a loan shark and needs to find a way to impress his love interest Silvia.

At Long Last Love(1975)

Four socialites unexpectedly clash: heiress Brooke Carter runs into gambler Johnny Spanish at the race track while playboy Michael O. Pritchard nearly runs into stage star Kitty O'Kelly with his car. Backstage at Kitty's show, it turns out she and Brooke are old friends who attended public school together. The foursome do the town, accompanied by Brooke's companion Elizabeth, who throws herself at Michael's butler and chauffeur Rodney James.

Nairu Pidicha Pulivalu(1958)

Chandran, a circus performer, and Thankam are in love. The circus team borrows some money from Thankam's father, Paithal Nair. When they are unable to repay, Paithal Nair takes away their animals.

St Trinian's(2007)

When their beloved school is threatened with closure should the powers that be fail to raise the proper funds, the girls scheme to steal a priceless painting and use the profits to pull St. Trinian's out of the red.

Der eiserne Gustav(1958)

What Women Dream(1933)

In this pre-WWII German mystery-comedy, a lovely kleptomaniac with a taste for fine jewelry is unable to resist temptation. Strangely, every time she steals something, a mysterious man pays for it. A clumsy detective begins investigating and finds a crucial clue: a strongly scented woman's glove. The perfume is an expensive scent and the detective's pal realizes that it belongs to a popular nightclub singer. The friend quickly becomes enamored of the girl, but then so does her mystery man, a notorious international criminal. Eventually he gets arrested, leaving the detective's pal to move in on the singer.

Final Wager(2024)

Former sports gambling addict Chance needs $60,000 to save his mother from nursing home eviction. So he falls back into his old habits, only to learn he's never lost a bet on Christmas. Is this the Christmas miracle he's been waiting for? Or just an addict who can't control himself?

Hello-Goodbye(1970)

A car salesman journeys to France and encounters an apparently lonely woman. He immediately begins to successfully woo her only to learn that she is actually a baron's wife. Fortunately, the baron believes in open marriages and winds up hiring the Englishman to teach his son (from an earlier marriage) everything about automobiles. Meanwhile the car salesman finds himself falling seriously in love with the wife. The baron really doesn't mind as he himself is involved with another.