Movies Like One Big Mistake

If you liked One Big Mistake (1940), a comedy and music movie directed by Harry L. Fraser, 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
A Song Is Born (1948)
★ 6.5/10Also comedy and music
The story of seven scholars in search of an expert to teach them about swing music. They seem to have found the perfect candidate in winsome nightclub singer Honey Swanson. But Honey's gangster boyfriend doesn't want…
2
Bo Burnham: Make Happy (2016)
★ 8/10Also comedy and music
Combining his trademark wit and self-deprecating humor with original music, Bo Burnham offers up his unique twist on life in this stand-up special about life, death, sexuality, hypocrisy, mental illness and Pringles…
3
The After Party (2018)
★ 6.1/10Also comedy and music
When an aspiring rapper goes viral for the wrong reasons, he thinks his career is sunk. But a wild party gives him one more chance to make it right.
4
Bo Burnham: Words, Words, Words (2010)
★ 7.3/10Also comedy and music
Bo Burnham is back with a new one-man show full of his patented songs and wordplay, as well as haikus, dramatic readings, blasphemy, and so much more in his first hour-long special, shot live in his home town of Boston.
5
Soul Men (2008)
★ 6.2/10Also comedy and music
Two former backup soul singers, Louis and Floyd, have not spoken to each other in 20 years, and reluctantly agree to travel across the country together to a reunion concert to honor their recently-deceased lead singer…
6
Back to the Beach (1987)
★ 5.9/10Also comedy and music
A former beach boy and his wife go to California to visit their daughter and become part of the new beach scene.
7
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.
8
Jimmy Carr: Natural Born Killer (2024)
★ 6.4/10Also comedy
Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.
9
Richard Pryor: Live in Concert (1979)
★ 7.4/10Also comedy
Richard Pryor delivers monologues on race, sex, family and his favorite target—himself, live at the Terrace Theatre in Long Beach, California.
10
Chris Rock: Bigger & Blacker (1999)
★ 7.4/10Also comedy
Chris Rock brings his critically acclaimed brand of social commentary-themed humour to this HBO Special, extolling his razor-sharp wit and wisdom on such topics as gun control, President Clinton, homophobia, racism…
11
Babes in Arms (1939)
★ 6.4/10Also comedy and music
Mickey Moran, son of two vaudeville veterans, decides to put up his own vaudeville show with his girlfriend Patsy Barton. But child actress Rosalie wants to make a comeback and replace Patsy both professionally and as…
12
Adam Sandler: 100% Fresh (2018)
★ 7.1/10Also comedy and music
Adam Sandler takes his comical musical musings back out on the road, from comedy clubs to concert halls to one very unsuspecting subway station.
13
Bill Burr: Paper Tiger (2019)
★ 7.5/10Also comedy
Comedian Bill Burr talks male feminists, outrage culture, robot sex, and cultural appropriation in this standup comedy special shot in London.
14
Footlight Parade (1933)
★ 6.8/10Also comedy and music
A fledgling producer finds himself at odds with his workers, financiers and his greedy ex-wife when he tries to produce live musicals for movie-going audiences.
15
Wayne's World (1992)
★ 6.7/10Also comedy and music
The adventures of two amiably aimless metal-head friends, Wayne and Garth. From Wayne's basement, the pair broadcast a talk-show called "Wayne's World" on local public access television. The show comes to the attention…
16
Aziz Ansari: Dangerously Delicious (2012)
★ 6.8/10Also comedy
Aziz Ansari channels his crude side taking on topics like watching porn and the struggles of dating in New York City.
17
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.
18
A Mighty Wind (2003)
★ 6.8/10Also comedy and music
Three eclectic, never-quite-famous folk bands come together for the first time in decades following the death of their manager to put on an reunion concert in his honor, at the request of his son.
19
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…
20
A Day at the Races (1937)
★ 7.1/10Also comedy and music
Doctor Hugo Hackenbush, Tony, and Stuffy try and save Judy's sanitarium by winning a big race with a finicky horse owned by Judy's boyfriend Gil. There are a few problems. Hackenbush, who was recently put in charge of…