20 Movies Like Head Over Heels

If you like the movie Head Over Heels, you may also like these:

Head Over Heels

Head Over Heels
Head Over Heels
Internet Movie Database: 5.4/10
Rotten Tomatoes: 10%
Metacritic: 27/100
Information
Runtime: 86 min
Genre: Comedy, Mystery, Romance
Awards: N/A
Writer: John J. Strauss, Ed Decter, David Kidd
Actors: Monica Potter, Freddie Prinze Jr., Shalom Harlow
Language: English, Russian
Country: United States
Data provided by OMDB API

The movie “Head Over Heels” is a romantic comedy about a woman who falls in love with her new neighbor, only to discover that he is a suspected murderer. As she navigates the complexities of their relationship, she must decide whether to trust her instincts or follow her heart.

How to Lose a Guy in 10 Days

How to Lose a Guy in 10 Days
How to Lose a Guy in 10 Days
Internet Movie Database: 6.5/10
Rotten Tomatoes: 42%
Metacritic: 45/100
Information
Runtime: 116 min
Genre: Comedy, Romance
Awards: 1 win & 8 nominations
Writer: Michele Alexander, Jeannie Long, Kristen Buckley
Actors: Kate Hudson, Matthew McConaughey, Adam Goldberg
Language: English
Country: United States, Germany
Data provided by OMDB API

“How to Lose a Guy in 10 Days” is a romantic comedy about a journalist who tries to drive away a man she is dating by exhibiting clingy and annoying behavior, while he simultaneously tries to make her fall in love with him as part of a bet. The movie follows their hilarious and tumultuous journey as they navigate their conflicting goals and ultimately discover their true feelings for each other.

The Proposal

The Proposal
The Proposal
Internet Movie Database: 6.8/10
Rotten Tomatoes: 45%
Metacritic: 48/100
Information
Runtime: 108 min
Genre: Comedy, Drama, Romance
Awards: 7 wins & 20 nominations
Writer: Peter Chiarelli
Actors: Sandra Bullock, Ryan Reynolds, Mary Steenburgen
Language: English
Country: United States
Data provided by OMDB API

“The Proposal” is a romantic comedy about a high-powered book editor who convinces her assistant to marry her in order to avoid deportation back to Canada, leading to unexpected feelings and hilarious complications as they navigate a fake engagement in front of their colleagues and families.

Failure to Launch

Failure to Launch
Failure to Launch
Internet Movie Database: 5.6/10
Rotten Tomatoes: 23%
Metacritic: 47/100
Information
Runtime: 97 min
Genre: Comedy, Romance
Awards: 5 nominations
Writer: Tom J. Astle, Matt Ember
Actors: Matthew McConaughey, Sarah Jessica Parker, Kathy Bates
Language: English
Country: United States
Data provided by OMDB API

“Failure to Launch” is a romantic comedy about a man named Tripp who, at 35 years old, still lives with his parents. When his parents hire a woman named Paula to help him move out, she uses unconventional methods to get him to leave the nest, leading to unexpected romantic complications.

What Women Want

What Women Want
What Women Want
Internet Movie Database: 6.4/10
Rotten Tomatoes: 54%
Metacritic: 47/100
Information
Runtime: 127 min
Genre: Comedy, Fantasy, Romance
Awards: 5 wins & 9 nominations
Writer: Josh Goldsmith, Cathy Yuspa, Diane Drake
Actors: Mel Gibson, Helen Hunt, Marisa Tomei
Language: English
Country: United States
Data provided by OMDB API

“What Women Want” is a romantic comedy film about a chauvinistic advertising executive who gains the ability to hear women’s thoughts, which he initially uses to his advantage but eventually learns to understand and empathize with women. The movie explores themes of gender dynamics, personal growth, and the power of communication in relationships.

27 Dresses

27 Dresses
27 Dresses
Internet Movie Database: 6.1/10
Rotten Tomatoes: 40%
Metacritic: 47/100
Information
Runtime: 111 min
Genre: Comedy, Romance
Awards: 5 wins & 3 nominations
Writer: Aline Brosh McKenna
Actors: Katherine Heigl, James Marsden, Malin Akerman
Language: English
Country: United States
Data provided by OMDB API

“27 Dresses” is a romantic comedy about a woman named Jane who has been a bridesmaid 27 times but struggles to find love for herself. When her sister becomes engaged to the man Jane secretly loves, she must confront her own feelings and learn to prioritize her own happiness.

The Ugly Truth

The Ugly Truth
The Ugly Truth
Internet Movie Database: 6.4/10
Rotten Tomatoes: 14%
Metacritic: 28/100
Information
Runtime: 96 min
Genre: Comedy, Romance
Awards: 3 wins & 5 nominations
Writer: Nicole Eastman, Karen McCullah, Kirsten Smith
Actors: Katherine Heigl, Gerard Butler, Bree Turner
Language: English
Country: United States
Data provided by OMDB API

“The Ugly Truth” is a romantic comedy about a TV producer who reluctantly teams up with a chauvinistic relationship expert to boost her struggling love life, leading to unexpected complications and comedic chaos. As they work together, they discover that love may not always follow the rules they thought they knew.

The Break-Up

The Break-Up
The Break-Up
Internet Movie Database: 5.8/10
Rotten Tomatoes: 34%
Metacritic: 45/100
Information
Runtime: 106 min
Genre: Comedy, Drama, Romance
Awards: 3 wins & 5 nominations
Writer: Jeremy Garelick, Jay Lavender, Vince Vaughn
Actors: Jennifer Aniston, Vince Vaughn, Jon Favreau
Language: English
Country: United States
Data provided by OMDB API

“The Break-Up is a romantic comedy film about a couple who break up but continue to live together in the same apartment, leading to a series of comedic and emotional conflicts as they navigate their post-relationship dynamics.”

The Wedding Planner

The Wedding Planner
The Wedding Planner
Internet Movie Database: 5.3/10
Metacritic: 33/100
Information
Runtime: 103 min
Genre: Comedy, Romance
Awards: 2 wins & 6 nominations
Writer: Pamela Falk, Michael Ellis
Actors: Jennifer Lopez, Matthew McConaughey, Bridgette Wilson-Sampras
Language: English, Italian
Country: Germany, United States
Data provided by OMDB API

“The Wedding Planner” is a romantic comedy film about a successful wedding planner named Mary who falls in love with the groom-to-be of one of her clients, leading to a series of comical and heartfelt situations as she struggles to navigate her professional and personal life.

Just Like Heaven

Just Like Heaven
Just Like Heaven
Internet Movie Database: 6.7/10
Rotten Tomatoes: 54%
Metacritic: 47/100
Information
Runtime: 95 min
Genre: Comedy, Drama, Fantasy
Awards: 1 win & 1 nomination
Writer: Peter Tolan, Leslie Dixon, Marc Lévy
Actors: Reese Witherspoon, Mark Ruffalo, Donal Logue
Language: English, Spanish, Mandarin
Country: United States
Data provided by OMDB API

“Just Like Heaven” is a romantic comedy about a man who falls in love with the spirit of a woman who used to live in his apartment. As they navigate their unique relationship, they must find a way to bring her back to life and overcome the obstacles that stand in their way.

Sweet Home Alabama

Sweet Home Alabama
Sweet Home Alabama
Internet Movie Database: 6.2/10
Rotten Tomatoes: 38%
Metacritic: 45/100
Information
Runtime: 108 min
Genre: Comedy, Romance
Awards: 3 wins & 6 nominations
Writer: Douglas J. Eboch, C. Jay Cox
Actors: Reese Witherspoon, Patrick Dempsey, Josh Lucas
Language: English
Country: United States
Data provided by OMDB API

“Sweet Home Alabama” is a romantic comedy film about a young woman named Melanie who returns to her small hometown in Alabama to finalize her divorce from her childhood sweetheart, but ends up rekindling old feelings and questioning her future plans.

The Holiday

The Holiday
The Holiday
Internet Movie Database: 6.9/10
Rotten Tomatoes: 50%
Metacritic: 52/100
Information
Runtime: 136 min
Genre: Comedy, Romance
Awards: 2 wins & 12 nominations
Writer: Nancy Meyers
Actors: Kate Winslet, Cameron Diaz, Jude Law
Language: English
Country: United States
Data provided by OMDB API

“The Holiday” is a romantic comedy about two women who swap homes for the Christmas holiday and unexpectedly find love in the process. They both embark on new relationships with local men, leading to heartwarming and comedic adventures.

Crazy, Stupid, Love.

Crazy, Stupid, Love.
Crazy, Stupid, Love.
Internet Movie Database: 7.4/10
Rotten Tomatoes: 79%
Metacritic: 68/100
Information
Runtime: 118 min
Genre: Comedy, Drama, Romance
Awards: 5 wins & 23 nominations
Writer: Dan Fogelman
Actors: Steve Carell, Ryan Gosling, Julianne Moore
Language: English
Country: United States
Data provided by OMDB API

“Crazy, Stupid, Love.” is a romantic comedy that follows the story of a middle-aged man who, after his wife asks him for a divorce, seeks the help of a young, stylish bachelor to help him rediscover his confidence and navigate the dating scene. As they embark on their journey, both men learn valuable lessons about love, relationships, and personal growth.

Bridget Jones’s Diary

Bridget Jones's Diary
Bridget Jones's Diary
Internet Movie Database: 6.8/10
Rotten Tomatoes: 80%
Metacritic: 66/100
Information
Runtime: 97 min
Genre: Comedy, Drama, Romance
Awards: Nominated for 1 Oscar. 8 wins & 32 nominations total
Writer: Helen Fielding, Andrew Davies, Richard Curtis
Actors: Renée Zellweger, Colin Firth, Hugh Grant
Language: English
Country: United Kingdom, France, United States, Ireland
Data provided by OMDB API

“Bridget Jones’s Diary” is a romantic comedy about a 30-something single woman who navigates the ups and downs of her love life while documenting her experiences in a diary. As she juggles two potential suitors, she learns valuable lessons about self-acceptance and finding happiness.

Hitch

Hitch
Hitch
Internet Movie Database: 6.6/10
Rotten Tomatoes: 69%
Metacritic: 58/100
Information
Runtime: 118 min
Genre: Comedy, Romance
Awards: 4 wins & 24 nominations
Writer: Kevin Bisch
Actors: Will Smith, Eva Mendes, Kevin James
Language: English
Country: United States
Data provided by OMDB API

The Hitch movie is about a professional dating consultant who helps men win over the women they desire, but struggles to find love himself. He eventually falls for a skeptical gossip columnist, and must navigate the challenges of his own advice to win her heart.

Pretty Woman

Pretty Woman
Pretty Woman
Internet Movie Database: 7.1/10
Rotten Tomatoes: 65%
Metacritic: 51/100
Information
Runtime: 119 min
Genre: Comedy, Romance
Awards: Nominated for 1 Oscar. 8 wins & 11 nominations total
Writer: J.F. Lawton
Actors: Richard Gere, Julia Roberts, Jason Alexander
Language: English
Country: United States
Data provided by OMDB API

“Pretty Woman” is a romantic comedy about a wealthy businessman who hires a prostitute to accompany him to social events but ends up falling in love with her. The film explores themes of love, class differences, and personal transformation.

Similar Pretty Woman type films.

You’ve Got Mail

You've Got Mail
You've Got Mail
Internet Movie Database: 6.7/10
Rotten Tomatoes: 70%
Metacritic: 57/100
Information
Runtime: 119 min
Genre: Comedy, Drama, Romance
Awards: 6 wins & 8 nominations
Writer: Miklós László, Nora Ephron, Delia Ephron
Actors: Tom Hanks, Meg Ryan, Greg Kinnear
Language: English
Country: United States
Data provided by OMDB API

“You’ve Got Mail” is a romantic comedy film about two rival bookstore owners who unknowingly fall in love with each other through anonymous online interactions, while struggling to keep their businesses afloat in the face of a corporate giant.

The Notebook

The Notebook
The Notebook
Internet Movie Database: 7.8/10
Rotten Tomatoes: 54%
Metacritic: 53/100
Information
Runtime: 123 min
Genre: Drama, Romance
Awards: 12 wins & 10 nominations
Writer: Jeremy Leven, Jan Sardi, Nicholas Sparks
Actors: Gena Rowlands, James Garner, Rachel McAdams
Language: English
Country: United States
Data provided by OMDB API

“The Notebook” is a romantic drama film about a young couple, Noah and Allie, who fall deeply in love during the summer of 1940. Years later, they reunite and their love is tested by the challenges of social class, family expectations, and the onset of dementia.

Serendipity

Serendipity
Serendipity
Internet Movie Database: 6.8/10
Rotten Tomatoes: 59%
Metacritic: 52/100
Information
Runtime: 90 min
Genre: Comedy, Romance
Awards: 3 nominations
Writer: Marc Klein
Actors: John Cusack, Kate Beckinsale, Jeremy Piven
Language: English, French
Country: United States
Data provided by OMDB API

“Serendipity” is a romantic comedy film about two people who meet by chance and feel an instant connection, but decide to leave it up to fate to determine if they are meant to be together. Years later, they embark on a journey to find each other again and see if destiny truly brought them together.

Sleepless in Seattle

Sleepless in Seattle
Sleepless in Seattle
Internet Movie Database: 6.8/10
Rotten Tomatoes: 75%
Metacritic: 72/100
Information
Runtime: 105 min
Genre: Comedy, Drama, Romance
Awards: Nominated for 2 Oscars. 4 wins & 19 nominations total
Writer: Jeff Arch, Nora Ephron, David S. Ward
Actors: Tom Hanks, Meg Ryan, Ross Malinger
Language: English
Country: United States
Data provided by OMDB API

“Sleepless in Seattle” is a romantic comedy about a widower who, after his son calls into a radio talk show, finds himself pursued by a woman who becomes infatuated with him through the airwaves and decides to meet him in person.

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