20 Movies Like The Five Year Engagement

If you like the movie The Five Year Engagement, you may also like these:

Bridesmaids

Bridesmaids
Bridesmaids
Internet Movie Database: 6.8/10
Rotten Tomatoes: 89%
Metacritic: 75/100
Information
Runtime: 125 min
Genre: Comedy
Awards: Nominated for 2 Oscars. 25 wins & 72 nominations total
Writer: Kristen Wiig, Annie Mumolo
Actors: Kristen Wiig, Maya Rudolph, Rose Byrne
Language: English, Thai, Spanish, French
Country: United States
Data provided by OMDB API

“Bridesmaids” is a comedy film about a woman named Annie who becomes the maid of honor for her best friend’s wedding, but her life spirals into chaos as she navigates the challenges of planning the wedding and dealing with her own personal struggles. Alongside a hilarious ensemble cast, the movie explores themes of friendship, love, and self-discovery.

Forgetting Sarah Marshall

Forgetting Sarah Marshall
Forgetting Sarah Marshall
Internet Movie Database: 7.1/10
Rotten Tomatoes: 83%
Metacritic: 67/100
Information
Runtime: 111 min
Genre: Comedy, Drama, Romance
Awards: 4 wins & 19 nominations
Writer: Jason Segel
Actors: Kristen Bell, Jason Segel, Paul Rudd
Language: English, Hawaiian, German, Japanese
Country: United States
Data provided by OMDB API

“Forgetting Sarah Marshall” is a romantic comedy about a devastated musician who takes a trip to Hawaii to get over his recent breakup, only to find that his ex-girlfriend and her new boyfriend are staying at the same resort. As he tries to move on, he finds unexpected love and learns valuable lessons about relationships and self-discovery.

Knocked Up

Knocked Up
Knocked Up
Internet Movie Database: 6.9/10
Rotten Tomatoes: 89%
Metacritic: 85/100
Information
Runtime: 129 min
Genre: Comedy, Romance
Awards: 8 wins & 26 nominations
Writer: Judd Apatow
Actors: Seth Rogen, Katherine Heigl, Paul Rudd
Language: English
Country: United States
Data provided by OMDB API

“Knocked Up” is a comedy film about an unlikely couple, Ben and Alison, who have a one-night stand and end up facing the challenges of an unexpected pregnancy. As they navigate their way through relationship and parenthood, they discover the true meaning of love, responsibility, and personal growth.

The Proposal

The Proposal
The Proposal
Internet Movie Database: 6.7/10
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 forces her assistant to marry her in order to avoid deportation back to Canada. As they navigate their fake engagement and a trip to meet his family, they unexpectedly fall in love.

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-drama film about a couple who break up but continue to live together in their shared condo, leading to a series of comedic and emotional conflicts. As they navigate their post-breakup lives, they must confront their differences, learn to communicate, and decide whether love is worth fighting for.”

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: 4 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 about a middle-aged man who, after his wife asks for a divorce, seeks the help of a young womanizer to regain his confidence and navigate the complexities of love and relationships. As he embarks on a journey of self-discovery, he learns valuable lessons about love, family, and personal growth.

Friends with Benefits

Friends with Benefits
Friends with Benefits
Internet Movie Database: 6.5/10
Rotten Tomatoes: 69%
Metacritic: 63/100
Information
Runtime: 109 min
Genre: Comedy, Romance
Awards: 1 win & 5 nominations
Writer: Keith Merryman, David A. Newman, Will Gluck
Actors: Mila Kunis, Justin Timberlake, Patricia Clarkson
Language: English
Country: United States
Data provided by OMDB API

“Friends with Benefits” is a romantic comedy about two friends who decide to have a casual sexual relationship without any emotional attachment, but soon find themselves developing deeper feelings for each other. As they navigate the complexities of their unconventional arrangement, they must confront their own fears and insecurities in order to pursue a genuine romantic connection.

No Strings Attached

No Strings Attached
No Strings Attached
Internet Movie Database: 6.2/10
Rotten Tomatoes: 47%
Metacritic: 50/100
Information
Runtime: 108 min
Genre: Comedy, Romance
Awards: 2 wins & 7 nominations
Writer: Elizabeth Meriwether, Michael Samonek
Actors: Natalie Portman, Ashton Kutcher, Kevin Kline
Language: English, Ukrainian
Country: United States, United Kingdom
Data provided by OMDB API

“No Strings Attached” is a romantic comedy about two friends, Emma and Adam, who decide to have a casual, no-strings-attached sexual relationship. However, as they navigate the complexities of their arrangement, they find themselves developing deeper feelings for each other.

Something Borrowed

Something Borrowed
Something Borrowed
Internet Movie Database: 5.8/10
Rotten Tomatoes: 15%
Metacritic: 36/100
Information
Runtime: 112 min
Genre: Comedy, Drama, Romance
Awards: 5 nominations
Writer: Jennie Snyder Urman, Emily Giffin
Actors: Ginnifer Goodwin, Kate Hudson, Colin Egglesfield
Language: English
Country: United States
Data provided by OMDB API

“Something Borrowed” is a romantic comedy film about a woman who falls in love with her best friend’s fiancé and struggles to navigate the complexities of their forbidden relationship. As their feelings intensify, they must confront their moral dilemmas and decide if they are willing to risk everything for love.

The Five-Year Plan

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The Five-Year Plan movie is a satirical comedy that follows a group of friends who make a pact to achieve their dreams within five years, but face unexpected challenges and hilarious situations along the way. As they navigate through love, career aspirations, and personal growth, they learn valuable lessons about friendship and the unpredictability of life.

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 a charming doctor, only to discover that he is the groom of one of her upcoming weddings. As she navigates her feelings and professional responsibilities, Mary must decide between love and loyalty.

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 herself. When her sister becomes engaged to the man Jane secretly loves, she must confront her feelings and decide if she will continue to be the perpetual bridesmaid or pursue 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 ratings. As they clash over their differing views on love, they unexpectedly find themselves falling for each other.

What Happens in Vegas

What Happens in Vegas
What Happens in Vegas
Internet Movie Database: 6.1/10
Rotten Tomatoes: 25%
Metacritic: 36/100
Information
Runtime: 99 min
Genre: Comedy, Romance
Awards: 2 wins & 3 nominations
Writer: Dana Fox
Actors: Cameron Diaz, Ashton Kutcher, Rob Corddry
Language: English, Serbo-Croatian
Country: United States
Data provided by OMDB API

“What Happens in Vegas” is a romantic comedy about two strangers who get married in Las Vegas after a wild night and then try to navigate their unexpected marriage while competing for a large sum of money they won together.

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 within 10 days for an article, while he simultaneously tries to make her fall in love with him for a bet, but they end up falling for each other despite their conflicting agendas.

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 in order to escape their personal problems. While on their respective vacations, they unexpectedly find love and learn valuable lessons about themselves and relationships.

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
Data provided by OMDB API

“Bridget Jones’s Diary” is a romantic comedy film about a thirty-something British woman named Bridget who navigates the ups and downs of her love life while keeping a diary. With a mix of humor and self-discovery, Bridget embarks on a journey of finding love and happiness while dealing with relatable challenges and hilarious mishaps.

The Other Woman

The Other Woman
The Other Woman
Internet Movie Database: 6.0/10
Rotten Tomatoes: 26%
Metacritic: 39/100
Information
Runtime: 109 min
Genre: Comedy, Romance
Awards: 3 wins & 5 nominations
Writer: Melissa K. Stack
Actors: Cameron Diaz, Leslie Mann, Kate Upton
Language: English
Country: United States
Data provided by OMDB API

“The Other Woman” is a comedy film about three women who team up to seek revenge on a cheating man. Together, they form an unlikely friendship and work together to expose his infidelity and bring him down.

The Switch

The Switch
The Switch
Internet Movie Database: 6.1/10
Rotten Tomatoes: 53%
Metacritic: 52/100
Information
Runtime: 101 min
Genre: Comedy, Drama, Romance
Awards: 1 win & 3 nominations
Writer: Jeffrey Eugenides, Allan Loeb
Actors: Jennifer Aniston, Jason Bateman, Patrick Wilson
Language: English
Country: United States
Data provided by OMDB API

“The Switch” is a romantic comedy film about a woman who decides to have a baby using a sperm donor, but her best friend accidentally replaces the donor’s sample with his own, leading to unexpected complications and a reevaluation of their relationship.

The Back-up Plan

The Back-up Plan
The Back-up Plan
Internet Movie Database: 5.3/10
Rotten Tomatoes: 17%
Metacritic: 34/100
Information
Runtime: 104 min
Genre: Comedy, Romance
Awards: 2 nominations
Writer: Kate Angelo
Actors: Jennifer Lopez, Alex O'Loughlin, Michaela Watkins
Language: English
Country: United States
Data provided by OMDB API

“The Back-up Plan” is a romantic comedy about a woman who decides to have a baby on her own but unexpectedly meets the man of her dreams on the same day she gets artificially inseminated.”

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