Movies Like Andy Takes a Flyer

If you liked Andy Takes a Flyer (1925), a comedy movie directed by Ray Grey, 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
Dave Chappelle: The Dreamer (2023)
★ 6.9/10Also comedy
From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.
2
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
3
The Wonderful World of Mickey Mouse: Steamboat Silly (2023)
★ 6.9/10Also comedy
Mickey and gang must stop hundreds of old film reel versions of Mickey from wreaking havoc all over town.
4
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedy
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
5
Me Time (2022)
★ 5.8/10Also comedy
With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.
6
The Railrodder (1965)
★ 6.8/10Also comedy
After literally swimming across the Atlantic Ocean, an Englishman takes a country trip across Canada on a railcar.
7
The Tramp (1915)
★ 6.5/10Also comedy
The Little Fellow finds the girl of his dreams and work on a family farm. He helps defend the farm against criminals, and all seems well, until he discovers the girl of his dreams already has someone in her life…
8
Dave Chappelle: The Unstoppable... (2025)
★ 6.7/10Also comedy
Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.
9
The Looney, Looney, Looney Bugs Bunny Movie (1981)
★ 7.4/10Also comedy
Bugs Bunny hosts an award show featuring several classic Looney Tunes shorts and characters.
10
Thunderstruck (2012)
★ 6.2/10Also comedy
After 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.
11
Baseball Bugs (1946)
★ 6.9/10Also comedy
Bugs Bunny single handedly takes on the “Gas-House Gorillas,” a baseball team of hulking, cigar-chomping bullies.
12
The Big Bad Wolf (1934)
★ 6.5/10Also comedy
The Big Bad Wolf torments Little Red Riding Hood and the Three Little Pigs.
13
Driver's Ed (2026)
★ 6.9/10Also comedy
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
14
Sextuplets (2019)
★ 6.2/10Also comedy
Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.
15
Chris Rock: Never Scared (2004)
★ 7.5/10Also comedy
Chris 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…
16
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
17
Ferdinand the Bull (1938)
★ 6.7/10Also comedy
This Oscar-winning short tells of a bull who preferred to sit under trees and smell flowers to clashing horns with his fellow animals. As luck would have it, an untimely bee reveals Ferdinand's ferocious side via…
18
Party Central (2014)
★ 6.8/10Also comedy
Mike and Sulley are back at Monsters University for a fun-filled weekend with their Oozma Kappa fraternity brothers. The gang is throwing their first party, but no one’s showing up. Luckily for them, Mike and Sulley…
19
Mouse Cleaning (1948)
★ 6.9/10Also comedy
Mammy Two-Shoes threatens to throw Tom out of the house if he makes a mess. Jerry sees an opportunity to rid himself of his feline nemesis.
20
Snoopy Presents: Welcome Home, Franklin (2024)
★ 7.7/10Also comedy
Franklin is new to town and hoping to make friends, but his usual tactics don't work on the Peanuts gang. When the Soap Box Derby arrives, he's sure it's a chance to impress new pals and teams up with the only other…