27 Best Movies Like Head Over Heels ...

27 Best Movies Like Head Over Heels ...

If you liked this film , you will for sure love these too! In this list we highlight some of the best films that share a very similar mood to '', and are worth checking out.

1. Just My Luck (2006)

1h 43m Comedy Drama Family Fantasy Romance

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.

2. The Sweetest Thing (2002)

1h 24m Romance Comedy

Christina's love life is stuck in neutral. After years of avoiding the hazards of a meaningful relationship, one night while club-hopping with her girlfriends, she meets Peter, her perfect match. Fed up with playing games, she finally gets the courage to let her guard down and follow her heart, only to discover that Peter has suddenly left town. Accompanied by Courtney, she sets out to capture the one that got away.

3. A Guy Thing (2003)

1h 41m Comedy Romance

Paul Morse is a good guy. When his friends throw him a wild bachelor party, he just wants to keep his conscience clean -- which is why he's shocked when he wakes up in bed with a beautiful girl named Becky and can't remember the night before. Desperate to keep his fiancée, Karen, from finding out what may or may not be the truth, he tells her a teensy lie. Soon his lies are spiraling out of control and his life is a series of comical misunderstandings.

4. Good Advice (2001)

5. Failure to Launch (2006)

1h 37m Comedy

Tripp, an attractive man in his thirties, is still living with his parents Al and Sue. Tripp's best friends Demo and Ace are also still living in their parents' homes and seem proud of it. Al and Sue are not happy, however, and are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to arrange the matter and couldn't be happier with the result.

6. The Truth About Cats & Dogs (1996)

1h 33m Comedy Romance

A successful veterinarian and radio show host with low self-esteem asks her model friend to impersonate her when a handsome man wants to see her.

7. Breakin' All the Rules (2004)

1h 25m Comedy Romance

Inspired by his fiancée (who dumped him), a man publishes a break-up handbook for men, becoming a bestselling author in the process.

8. The Back-up Plan (2010)

1h 46m Comedy Romance

When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she's artificially inseminated, she meets Stan, who seems to be just who she's been searching for all her life. Now, Zoe has to figure out how to make her two life's dreams fit with each other.

9. When in Rome (2010)

1h 31m Comedy Fantasy Romance

After fishing out coins from a water fountain in Italy, cynical New Yorker Beth Harper finds herself being wooed by several ardent suitors. As she deals with the attention, Beth tries to figure out whether a charming reporter really loves her.

10. America&`s Sweethearts (2001)

11. New Year's Eve (2011)

1h 58m Comedy Romance

The lives of several couples and singles in New York intertwine over the course of New Year's Eve.

12. If Lucy Fell (1996)

1h 32m Comedy Romance

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.

13. Lost & Found (1999)

44m Action & Adventure

Early 20th-century adventurers find themselves fighting for survival after their hot-air balloon crashes into a remote part of the Amazon, stranding them on a prehistoric plateau.

14. How to Lose a Guy in 10 Days (2003)

1h 56m Comedy Romance

It’s the battle of wills, as Andie (Kate Hudson) needs to prove she can dump a guy in 10 days, whereas Ben (Matthew McConaughey) 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!

15. The Night We Never Met (1993)

1h 39m Romance Comedy

Sam has a problem with his roommates: they are disgusting, and don't seem to share his views on responsibility, privacy, and basic hygine. Such is his discomfort with his living arrangements that he agrees to share the occupancy of another flat: he gets two nights a week, the owner (a sleazy frat-boy yuppie named Brian, soon to be married) and Ellen (a would-be painter seeking relief from her boring marriage) each get their seperate nights in the flat. Things go extremely well until Sam and Brian swap nights without telling Ellen, who attributes the "nice" things that happen around the place to the slob Brian, while berating the responsible Sam for his hedonistic lifestyle.

16. Three to Tango (1999)

1h 38m Comedy Romance

Oscar and Peter land a career-making opportunity when a Chicago tycoon chooses them to compete for the design of a cultural center. The tycoon mistakenly believes that Oscar is gay and has him spy on his mistress Amy. Oscar goes along with it and ends up falling in love with Amy.

17. I Hate Valentine's Day (2009)

1h 38m Comedy Romance

A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.

18. Mickey Blue Eyes (1999)

1h 42m Comedy Crime Romance

An English auctioneer proposes to the daughter of a mafia kingpin, only to realize that certain "favors" would be asked of him.

19. Down to You (2000)

1h 31m Comedy Drama Romance

College coeds in New York City, Al, the son of a celebrity chef, and Imogen, a talented artist, become smitten the second they lay eyes on one another at a bar. However, the road to happiness is not a smooth one. Outside forces, including a predatory porn star who wants to lure Al into her bed, threaten to pull apart the young lovers before their romance has a chance to really flourish.

20. 27 Dresses (2008)

1h 51m Comedy Romance

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

21. I&`m with Lucy (2002)

22. The Other Woman (2014)

1h 49m Comedy Romance

After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.

23. Valentine's Day (2010)

1h 52m Drama Romance

Dean and Cindy live a quiet life in a modest neighborhood. They appear to have the world at their feet at the outset of the relationship. However, his lack of ambition and her retreat into self-absorption cause potentially irreversible cracks in their marriage.

24. The Wedding Date (2005)

1h 28m Comedy Romance

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

25. Going the Distance (2010)

1h 42m Comedy Drama Romance

Erin and Garrett are very much in love. When Erin moves to San Francisco to finish her journalism degree and Garrett stays behind in New York to work in the music industry, they gamely keep the romance alive with webcams and frequent-flyer miles. But just when it seems the lovers will soon be reunited, they each score a big break that could separate them for good.

26. Addicted to Love (1997)

1h 40m Comedy Romance

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.

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