Movies Like The Great Gildersleeve
If you liked The Great Gildersleeve (1942), a comedy movie directed by Gordon Douglas, 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

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.
- 2

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…
- 3

Rookie of the Year (1993)
★ 6.2/10Also comedyWhen the cast comes off his once broken arm, a 12-year-old boy can throw a 100-mile-an-hour fastball, and the Chicago Cubs want him as their new pitcher.
- 4

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.
- 5

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.
- 6

John Mulaney: Kid Gorgeous at Radio City (2018)
★ 7.9/10Also comedyJohn Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
- 7

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.
- 8

Stewie Griffin: The Untold Story (2005)
★ 6.9/10Also comedyThe maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.
- 9

Playing with Fire (2019)
★ 6.6/10Also comedyA crew of rugged firefighters meet their match when attempting to rescue three rambunctious kids.
- 10

Chris Rock: Never Scared (2004)
★ 7.5/10Also comedyChris Rock, the three-time Emmy Award-winner, comedian, actor, and host of HBO's acclaimed The Chris Show, stars in his fourth solo stand-up special for HBO, Chris Rock: Never Scared. Featuring his unique, insightful…
- 11

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.
- 12

Fist Fight (2017)
★ 6/10Also comedyWhen one school teacher gets the other fired, he is challenged to an after-school fight.
- 13

Adam Sandler: Love You (2024)
★ 6.3/10Also comedyAdam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
- 14

Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedyIn what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
- 15

Monkey Business (1952)
★ 6.7/10Also comedyResearch chemist Barnaby Fulton works on a fountain of youth pill for a chemical company. One of the labs chimps gets loose in the laboratory and mixes chemicals, but then pours the mix into the water cooler. When…
- 16

The Three Stooges (2012)
★ 5.8/10Also comedyLeft on the doorstep of an orphanage run by nuns, three newborn knuckleheads grow up to be finger-poking, nyuk-nyuking janitors named Larry, Curly and Moe. When they learn that financial problems will soon force the…
- 17

The Hangover Part III (2013)
★ 6.2/10Also comedyThis time, there's no wedding. No bachelor party. What could go wrong, right? But when the Wolfpack hits the road, all bets are off.
- 18

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.
- 19

The Distinguished Gentleman (1992)
★ 6/10Also comedyA Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
- 20

Dave Chappelle: The Unstoppable... (2025)
★ 6.7/10Also comedyFacing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.