Movies like Head Over Heels (2001)
The best movies like Head Over Heels (2001) are Addicted to Love (1997), She's Funny That Way (2015) and The Broken Hearts Gallery (2020). If Head Over Heels hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedManhattan Murder Mystery (1993)7.3/10 from 1,224 votes
- NewestYou and Me makes Three (2026)Released 2026
Addicted to Love (1997)
Good-natured astronomer Sam is devastated when the love of his life leaves him for a suave Frenchman. He therefore does what every other normal dumpee would do — go to New York and set up home in the abandoned building opposite his ex-girlfriend's apartment, wait until she decides to leave her current lover, and then win her back.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisShe's Funny That Way (2015)
On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThe Broken Hearts Gallery (2020)
Lucy is a young gallery assistant who collects mementos from her relationships. She discovers that she must let go of her past to move forward, and comes up with a lovely, artistic way to help herself and others who have suffered heartbreak.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisYour Place or Mine (2023)
When best friends and total opposites Debbie and Peter swap homes for a week, they get a peek into each other's lives that could open the door to love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisHappy Together (1989)
Christopher is an ambitious college freshman, striving to become a writer. Through a computer fault he's assigned the same room as Alex, a real party freak and... a girl! He's annoyed and tries to get a different room as soon as possible, but when he learns to know her, he also starts to like her. She not only improves his sexual life, but also his writing skills
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThe Lonely Guy (1984)
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisIsn't It Romantic (2019)
For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out while fleeing, Natalie wakes up and discovers that her life has suddenly become her worst nightmare—a romantic comedy—and she is the leading lady.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Wrong Paris (2025)
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisYoh! Bestie (2026)
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisRelationship Goals (2026)
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Break-Up (2006)
Pushed to the breaking-up point after their latest 'why can't you do this one little thing for me?' argument, Brooke calls it quits with her boyfriend Gary. What follows is a hilarious series of remedies, war tactics, overtures and undermining tricks – all encouraged by the former couple's friends and confidantes …and the occasional total stranger! When neither ex is willing to move out of their shared apartment, the only solution is to continue living as hostile roommates until one of them reaches breaking point.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisCrossing Delancey (1988)
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisSaving Silverman (2001)
A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisRevenge of the Bridesmaids (2010)
Two women plot revenge against the woman marrying their friend's ex-boyfriend.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThat Touch of Mink (1962)
Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisCan You Keep a Secret? (2019)
Emma Corrigan, a girl with a few secrets, thinks she’s about to die on a turbulent plane ride. She spills them all to the handsome stranger sitting next to her. At least, she thought he was a stranger. But then, her company’s young and elusive CEO, arrives at the office. It’s him. And he knows every single humiliating detail about her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisChasing Papi (2003)
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWhite Chicks (2004)
Two FBI agent brothers, Marcus and Kevin Copeland, accidentally foil a drug bust. To avoid being fired they accept a mission escorting a pair of socialites to the Hamptons--but when the girls are disfigured in a car accident, they refuse to go. Left without options, Marcus and Kevin decide to pose as the sisters, transforming themselves from black men into rich white women.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisManhattan Murder Mystery (1993)
A middle-aged couple suspects foul play when their neighbor's wife suddenly drops dead.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDuplex (2003)
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGet Over It (2001)
When Berke Landers, a popular high school basketball star, gets dumped by his life-long girlfriend, Allison, he soon begins to lose it. But with the help of his best friend Felix's sister Kelly, he follows his ex into the school's spring musical. Thus ensues a love triangle loosely based upon Shakespeare's "A Midsummer Night's Dream", where Berke is only to find himself getting over Allison and beginning to fall for Kelly.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisFashion Designer S/O Ladies Tailor (2017)
Gopalam is a small-time tailor who dreams of becoming a fashion designer. In order to make it big, he traps a rich girl in his village. This is also the time when yet another rich girl called Ammulu falls head over heels for Gopalam. Seeing this, he too gets involved in the relationship. But the twist in the tale arises when a rich NRI enters the scene. Once again, Gopalam changes track and traps her somehow. Now, he is stuck between the three girls and rest of the story is as to whom does he end up with at the end.
Why it matches: Similar story and style · both comedy & romance
A Good Year (2006)
Failed London banker Max Skinner inherits his uncle's vineyard in Provence, where he spent many childhood holidays. Upon his arrival, he meets a woman from California who tells Max she is his long-lost cousin and that the property is hers.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisHow to Lose a Guy in 10 Days (2003)
It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben needs to prove he can win a girl in 10 days. Now, the clock is ticking—and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisIf Lucy Fell (1996)
Joe and Lucy are roommates and best friends. Lucy, whose love life is embarrassingly dull, convinces Joe, who is infatuated with a neighbor he's never met, that if they don't have stable romances within a month, they must jump off the Brooklyn Bridge.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisJust My Luck (2006)
Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisMannequin (1987)
Jonathan Switcher, an unemployed artist, finds a job as an assistant window dresser for a department store. When Jonathan happens upon a beautiful mannequin he previously designed, she springs to life and introduces herself as Emmy, an Egyptian under an ancient spell. Despite interference from the store's devious manager, Jonathan and his mannequin fall in love while creating eye-catching window displays to keep the struggling store in business.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisThe Magnificent One (1973)
A writer of pulpy book series in which he's the hero and his beautiful English roommate is the love interest attempts to finish his new book in time at the publisher's demand.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisYou and Me makes Three (2026)
Alannah and Amara are a married couple in their early thirties, finally ready to start a family. After a chaotic kids' birthday party full of unfiltered parenting confessions, their dream of having a child becomes stronger than ever. Their journey through fertility options is funny, messy, and deeply human from anonymous donor apps to their gay best friends, David and Tom, offering to help. What follows is a series of awkward, hilarious attempts at home insemination (yes, with science goggles) and the very real emotional ups and downs of trying to conceive. Each negative test hits hard, but support from Amara's mum, Joy, and the couple's rock-solid partnership keeps them going.
Why it matches: Similar story and style · both comedy & romance
(500) Days of Summer (2009)
Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went sour, and in doing so, Tom rediscovers his true passions in life.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Head Over Heels?
The closest matches to Head Over Heels are Addicted to Love (1997), She's Funny That Way (2015) and The Broken Hearts Gallery (2020). Below are 27 more, each with the reason it matches.
What should I watch after Head Over Heels?
Start with Addicted to Love (1997), the closest match to Head Over Heels.
What is the highest-rated movie like Head Over Heels?
Manhattan Murder Mystery (1993), rated 7.3/10 by 1,224 TMDB users.
What is the newest movie like Head Over Heels?
You and Me makes Three (2026) is the most recent release on this list.
Are there English movies like Head Over Heels?
Yes: Addicted to Love (1997), She's Funny That Way (2015) and The Broken Hearts Gallery (2020).
How are movies similar to Head Over Heels chosen?
First come films that Trakt’s viewers watch alongside Head Over Heels, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.