Movies like Pee-Wee Goes to Prison (2003)
The best movies like Pee-Wee Goes to Prison (2003) are Fun with Dick and Jane (1977), Malibu Rescue: The Next Wave (2020) and Mr. Bones (2001). If Pee-Wee Goes to Prison hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Pee-Wee Goes to Prison
Quick picks
- Highest ratedThe Pink Panther Strikes Again (1976)6.9/10 from 661 votes
- NewestHostile Takeover (2025)Released 2025
Fun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMalibu Rescue: The Next Wave (2020)
It’s summer again, and everyone’s favorite Junior Rescuers, The Flounders, are back at Tower 2. With the International Junior Rescue Championships headed to Southern California, the eyes of the entire planet are on Malibu Beach. But when Team USA falls victim to a bout of food poisoning, it’s up to Tyler, Dylan, Eric, Lizzie and Gina to represent their country in the world's most extreme lifeguard challenge!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. Bones (2001)
A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBottle Rocket (1993)
Dysfunctional friends Dignan and Anthony plan and execute a robbery with their pot-growing friend, Bob. The short film that inspired Wes Anderson’s feature debut.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHostile Takeover (2025)
Follows Pete, a professional hitman, as he faces a group of assassins after the boss of a crime syndicate suspects disloyalty due to his attendance at Workaholics Anonymous meetings.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHow to Rob a Bank (2007)
Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThunderstruck (2012)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisClass Rank (2017)
Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLaRoy, Texas (2024)
Broke and depressed, Ray is mistaken for a dangerous hitman and given an envelope of cash. Along with his P.I. friend Skip, he must escape the actual hitman to make it out of LaRoy alive.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Pink Panther Strikes Again (1976)
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNo Time for Sergeants (1958)
Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAdventures in Public School (2018)
A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Air Up There (1994)
Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketball prodigy Jimmy glimpsed in a home movie. But Saleh is the chief's son and has responsibilities at home, since the tribe's land is threatened by a mining company with its own hotshot basketball team.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJerry Seinfeld: 23 Hours to Kill (2020)
Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOne Night at McCool's (2001)
On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Pope of Greenwich Village (1984)
Charlie and his troublesome cousin Paulie decide to steal $150,000 in order to back a "sure thing" race horse that Paulie has inside information on. The aftermath of the robbery gets them into serious trouble with the local Mafia boss and the corrupt New York City police department.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWrong Cops (2013)
A group of bad cops look to dispose of a body that one of them accidentally shot.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBill Burr: Walk Your Way Out (2017)
No-nonsense comic Bill Burr takes the stage in Nashville and riffs on fast food, overpopulation, dictators and gorilla sign language.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMuch Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBeverly Hills Chihuahua 2 (2011)
Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the tiny pups will stop at nothing to save them - because in good times and hard times, the family always sticks together. So Papi, Chloe and the puppies embark on a heroic adventure, proving once again that big heroes come in small packages.
Why it matches: Recommended by TMDB viewers · both comedy
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Frequently asked questions
What are the best movies like Pee-Wee Goes to Prison?
The closest matches to Pee-Wee Goes to Prison are Fun with Dick and Jane (1977), Malibu Rescue: The Next Wave (2020) and Mr. Bones (2001). Below are 17 more, each with the reason it matches.
What should I watch after Pee-Wee Goes to Prison?
Start with Fun with Dick and Jane (1977), the closest match to Pee-Wee Goes to Prison.
What is the highest-rated movie like Pee-Wee Goes to Prison?
The Pink Panther Strikes Again (1976), rated 6.9/10 by 661 TMDB users.
What is the newest movie like Pee-Wee Goes to Prison?
Hostile Takeover (2025) is the most recent release on this list.
Are there English movies like Pee-Wee Goes to Prison?
Yes: Fun with Dick and Jane (1977), Malibu Rescue: The Next Wave (2020) and Mr. Bones (2001).
How are movies similar to Pee-Wee Goes to Prison chosen?
First come films that Trakt’s viewers watch alongside Pee-Wee Goes to Prison, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.