Movies like Chasing Fifty (2015)
The best movies like Chasing Fifty (2015) are Tromeo & Juliet (1996), Butterflies Are Free (1972) and A Dogwalker's Christmas Tale (2015). If Chasing Fifty hooked you with its romance and comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedSouth Park (Not Suitable for Children) (2023)7.4/10 from 240 votes
- NewestBalls Up (2026)Released 2026
Tromeo & Juliet (1996)
All the body-piercing, kinky sex, and car crashes that Shakespeare wanted but never had! Join Tromeo and Juliet as they travel through Manhattan's underground in search of climactic love, violence and the American Way.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisButterflies Are Free (1972)
Striving to be independent, the blind but determined Don Baker moves away from his overprotective mother. After settling into his new San Francisco digs, Don meets kooky neighbor Jill Tanner. Don's quick wit and good looks disarm the free-spirited Jill, and before long they're more than just friends. Will Mrs. Baker's incessant meddling destroy Don and Jill's budding relationship?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisA Dogwalker's Christmas Tale (2015)
Spoiled 21-year-old Luce Lockhart faces a tough decision when a handsome new friend asks her to help protect a dog park from her wealthy employer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisRicky Gervais: Mortality (2025)
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHard to Die (1990)
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBalls Up (2026)
Two marketing executives go "balls out" and pitch a bold full‑coverage condom sponsorship with the World Cup. After their drunken celebration in Brazil sparks a global scandal, they must outrun furious fans, criminals, and power-hungry officials to salvage their careers and make it home alive.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisBill Burr: Drop Dead Years (2025)
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisStretch (2014)
A hard-luck limo driver struggling to go straight and pay off a debt to his bookie takes on a job with a crazed passenger whose sought-after ledger implicates some seriously dangerous criminals.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Overnight (2015)
Alex, Emily, and their son, RJ, are new to Los Angeles. A chance meeting at the park introduces them to the mysterious Kurt, Charlotte, and Max. A family “playdate” becomes increasingly interesting as the night goes on.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisWho Is Cletis Tout? (2001)
With a hitman’s gun aimed at him, Finch tells the story of how he broke out of jail, fell in love, and took the identity of a man wanted by the Mafia.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisCotton Comes to Harlem (1970)
Harlem's African-American population is being ripped off by the Rev. Deke O'Malley, who dishonestly claims that small donations will secure parcels of land in Africa. When New York City police officers Gravedigger Jones and Coffin Ed Johnson look into O'Malley's scam, they learn that the cash is being smuggled inside a bale of cotton. However, the police, O'Malley, and lots of others find themselves scrambling when the money goes missing.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPretty Persuasion (2005)
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisAccident Man (2018)
Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDesperate Living (1977)
After killing her husband, Peggy Gravel and her murderous maid Grizelda wind up in the crazy town of Mortville, where Queen Carlotta presides over a sleazy collection of misfits.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAccident Man: Hitman's Holiday (2022)
The Accident Man is back, and this time he must best the top assassins in the world to protect the ungrateful son of a mafia boss, save the life of his only friend and rekindle his relationship with his maniacal father figure.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShowdown in Little Tokyo (1991)
An American with a Japanese upbringing, Chris Kenner is a police officer assigned to the Little Tokyo section of Los Angeles. Kenner is partnered with Johnny Murata, a Japanese-American who isn't in touch with his roots. Despite their differences, both men excel at martial arts, and utilize their formidable skills when they go up against Yoshida, a vicious yakuza drug dealer with ties to Kenner's past.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOver Your Dead Body (2026)
A dysfunctional couple head to a remote cabin to "reconnect", but each has secret intentions to kill the other.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this68 Kill (2017)
Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisSouth Park (Not Suitable for Children) (2023)
After it's discovered that a teacher at South Park Elementary has an OnlyFans page, Randy is compelled to take a closer look at the seedy underbelly of the world of online influencers.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Mule (2014)
In 1983, a naive man is detained by Australian Federal Police with lethal narcotics hidden in his stomach. After being apprehended, ‘The Mule’ makes a desperate choice... to defy his bodily functions and withhold the evidence – literally.
Why it matches: Recommended by TMDB viewers · both comedy
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Frequently asked questions
What are the best movies like Chasing Fifty?
The closest matches to Chasing Fifty are Tromeo & Juliet (1996), Butterflies Are Free (1972) and A Dogwalker's Christmas Tale (2015). Below are 17 more, each with the reason it matches.
What should I watch after Chasing Fifty?
Start with Tromeo & Juliet (1996), the closest match to Chasing Fifty.
What is the highest-rated movie like Chasing Fifty?
South Park (Not Suitable for Children) (2023), rated 7.4/10 by 240 TMDB users.
What is the newest movie like Chasing Fifty?
Balls Up (2026) is the most recent release on this list.
How are movies similar to Chasing Fifty chosen?
First come films that Trakt’s viewers watch alongside Chasing Fifty, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.