Movies like Jail Busters (1955)
The best movies like Jail Busters (1955) are Two-Way Stretch (1960), Analyze That (2002) and Ocean's Eight (2018). If Jail Busters hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedMerry Christmas, Drake & Josh (2008)7.3/10 from 241 votes
- NewestDriver's Ed (2026)Released 2026
Two-Way Stretch (1960)
Three criminals plan to break out of prison the day before their release in order to carry out a daring jewel robbery, intending to establish the perfect alibi by returning to jail afterwards. First however they must get out, a task made more difficult by a new, stricter prison officer.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAnalyze That (2002)
The mafia's Paul Vitti is back in prison and will need some serious counseling when he gets out. Naturally, he returns to his analyst Dr. Ben Sobel for help and finds that Sobel needs some serious help himself as he has inherited the family practice, as well as an excess stock of stress.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisOcean's Eight (2018)
Debbie Ocean, a criminal mastermind, gathers a crew of female thieves to pull off the heist of the century at New York's annual Met Gala.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisStir Crazy (1980)
New Yorkers Skip Donahue and Harry Monroe have no jobs and no prospects, so they decide to flee the city and find work elsewhere, landing jobs wearing woodpecker costumes to promote the opening of a bank. When their feathery costumes are stolen and used in a bank robbery, they no longer have to worry about employment — they're sent to prison.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHorrible Bosses 2 (2014)
Dale, Kurt and Nick decide to start their own business but things don't go as planned because of a slick investor, prompting the trio to pull off a harebrained and misguided kidnapping scheme.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies 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 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 thisTough Guys (1986)
Harry Doyle and Archie Lang are two old-time train robbers, who held up a train in 1956 and have been incarcerated for thirty years. After serving their time, they are released from jail and have to adjust to a new life of freedom. and soon realize that they still have the pizzazz when, picking up their prison checks at a bank, they foil a robbery attempt.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFemale Trouble (1976)
Teenage delinquent Dawn Davenport, incensed after her parents do not give her the cha-cha heels she wanted for Christmas, runs away from home. After an illegitimate child and hairstylist husband bring her more misery, she's enticed into a life of crime when the owners of her husband's salon promise her fame and fortune.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPsycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMoney Talks (1997)
Sought by police and criminals, a small-time huckster makes a deal with a TV newsman for protection.
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 thisNaked Gun 33⅓: The Final Insult (1994)
Frank Drebin is persuaded out of retirement to go undercover in a state prison. There he has to find out what top terrorist, Rocco, has planned for when he escapes. Adding to his problems, Frank's wife, Jane, is desperate for a baby.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Apple Dumpling Gang Rides Again (1979)
Amos and Theodore, the two bumbling outlaw wannabes from The Apple Dumpling Gang, are back and trying to make it on their own. This time, the crazy duo gets involved in an army supply theft case -- and, of course, gets in lots of comic trouble along the way!
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 thisMerry Christmas, Drake & Josh (2008)
Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like this29th Street (1991)
After 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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAnuvahood (2011)
Kenneth (who likes to call himself Kay) begins to realise he's just another wannabe bad boy... even less than a loser in fact. After quitting his job at Laimsbury's, Kay vows to become a respected gangster... or cry trying. A pulls-no-punches, coming-of-age story, centering on one directionless hopeless "shotter", who finds his true worth in the face of urban adversity.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTop Secret! (1984)
Popular and dashing American singer Nick Rivers travels to East Germany to perform in a music festival. When he loses his heart to the gorgeous Hillary Flammond, he finds himself caught up in an underground resistance movement. Rivers joins forces with Agent Cedric and Flammond to attempt the rescue of her father, Dr. Paul, from the Germans, who have captured the scientist in hopes of coercing him into building a new naval mine.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDriver's Ed (2026)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChicago (2002)
Murderesses Velma Kelly and Roxie Hart find themselves on death row together and fight for the fame that will keep them from the gallows in 1920s Chicago.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisTie Me Up! Tie Me Down! (1990)
After being released from a mental hospital, a troubled young man tracks down an actress he once had sex with and forces her into captivity, determined to make her part of his life.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisThe Captain from Kopenick (1956)
A young shoemaker is arrested for stealing a small amount of money, and is jailed for fifteen years. Upon his release, he wants to get a permit to get a job and start anew, but finds that without a job he can't get a permit, and without a permit he can't get a job. Ensnared in the absurd net of Prussian bureaucracy, he can't see any way out. That is, until he enters a thrift shop and spots a Prussian officer's uniform that fits him like a second skin...
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisBringing Down the House (2003)
Uptight lawyer Peter Sanderson wants to dive back into dating after his divorce and has a hard time meeting the right women. He tries online dating and lucks out when he starts chatting with a fellow lawyer. The two agree to meet in the flesh, but the woman he meets — an escaped African-American convict named Charlene — is not what he expected. Peter is freaked out, but Charlene tries to convince him to take her case and prove her innocence. Along the way, she wreaks havoc on his middle-class life as he gets a lesson in learning to lighten up.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisHothead (1979)
François, a miserable football player, becomes a town hero after bringing victory in an extremely important game. He uses his fame for revenge on the team star for the previous mockeries.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisThe Cable Guy (1996)
When recently single Steven moves into his new apartment, cable guy Chip comes to hook him up—and doesn't let go. Initially, Chip is just overzealous in his desire to be Steven's pal, but when Steven tries to end the 'friendship', Chip shows his dark side. He begins stalking Steven, who's left to fend for himself because no one else can believe Chip's capable of such behaviour.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisDolemite (1975)
Dolemite is a pimp who was set up by Willie Greene and the cops, who have planted drugs, stolen furs, and guns in his trunk and got him sentenced to 20 years in jail. One day, Queen B and a warden planned to get him out of Jail and get Willie Green and Mitchell busted for what they did to him.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisG.O.R.A. (2004)
Carpet dealer and UFO photo forger Arif is abducted by aliens and must outwit the evil commander-in-chief of G.O.R.A., the planet where he is being held.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisFat Slags (2004)
Leaving their hometown of Fulchester in the North of England, Sandra and Tracey head for the bright lights of London, shagging and boozing their way to fame and fortune.
Why it matches: Similar story and style · both comedy
Paul Rodriguez: Behind Bars (1991)
Paul Rodriguez performs stand up comedy at San Quentin State Prison as well as has personal interviews with the prisoners.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Jail Busters?
The closest matches to Jail Busters are Two-Way Stretch (1960), Analyze That (2002) and Ocean's Eight (2018). Below are 27 more, each with the reason it matches.
What should I watch after Jail Busters?
Start with Two-Way Stretch (1960), the closest match to Jail Busters.
What is the highest-rated movie like Jail Busters?
Merry Christmas, Drake & Josh (2008), rated 7.3/10 by 241 TMDB users.
What is the newest movie like Jail Busters?
Driver's Ed (2026) is the most recent release on this list.
Are there English movies like Jail Busters?
Yes: Two-Way Stretch (1960), Analyze That (2002) and Ocean's Eight (2018).
How are movies similar to Jail Busters chosen?
First come films that Trakt’s viewers watch alongside Jail Busters, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.