Movies Like Sweepstake Annie
If you liked Sweepstake Annie (1935), a comedy movie directed by William Nigh, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.
- 1
Taking Care of Business (1990)
★ 6.3/10Also comedyAn uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
- 2
29th Street (1991)
★ 6.9/10Also comedyAfter winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.
- 3
Easy Money (1983)
★ 6/10Also comedyTo inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.
- 4
Ca$h (2010)
★ 5.9/10Also comedyA stroke of good luck turns lethal for Sam Phelan and his wife Leslie when they are faced with a life-changing decision that brings strange and sinister Pyke Kubic to their doorstep. As Pyke leads Sam and Leslie on a…
- 5
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
- 6
Spa Weekend (2026)
★ 6.5/10Also comedyFour lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break…
- 7
The Wedding Year (2019)
★ 5.9/10Also comedyA commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
- 8
Eenie Meanie (2025)
★ 6.3/10Also comedyA former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.
- 9
Louis C.K.: Ridiculous (2026)
★ 6.1/10Also comedyFrom a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
- 10
Chris D'Elia: Man on Fire (2017)
★ 6.2/10Also comedyUnbridled comic Chris D'Elia reconsiders his approach to major life events like marriage, not having kids and buying pants for your friends.
- 11
Louis C.K.: Oh My God (2013)
★ 7.6/10Also comedyFilmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for…
- 12
Much Ado About Nothing (2013)
★ 6.8/10Also comedyA modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
- 13
Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
★ 7.1/10Also comedyHawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
- 14
Babes (2024)
★ 6/10Also comedyAfter getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
- 15
Beau Hunks (1931)
★ 6.8/10Also comedyStan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
- 16
Fun with Dick and Jane (1977)
★ 6.6/10Also comedyWhen an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
- 17
Little Big League (1994)
★ 6/10Also comedyWhen the owner of the Minnesota Twins passes away, he bequeaths the team to his preteen grandson. The newly minted head honcho quickly appoints himself manager, causing unrest in an organization that struggles to take…
- 18
Thunderstruck (2012)
★ 6.2/10Also comedyAfter NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
- 19
Pretty Persuasion (2005)
★ 5.8/10Also comedyA 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
- 20
Room Service (1938)
★ 6.5/10Also comedyBroke Gordon Miller tries to land a backer for his new play while he has to deal with with the hotel manager trying to evict him and his cast.