20 Best Romantic Comedies Of All Time

There are few genres of film more routinely bashed and discarded than romantic comedies. They’re like emo music or fast food. Everyone loves to stick their nose in the air and act like there’s nothing of substance in play, but the truth is there are a few great romantic comedies released every year. More importantly, some of the greatest movies ever made are Rom-Coms, and it’s time we started celebrating them. It’s time we stopped treating the terms “romantic comedy” and “chick flick” as synonyms. Because they’re not.

A great romantic comedy should appeal to human beings by offering enough laughs and enough touching moments to please the entire audience, whether they were dragged there by a spouse or not. Here are some of the best romantic comedies of all time.

  1. The Holiday (2006)

Two women troubled with guy-problems swap homes in each other’s countries, where they each meet a local guy and fall in love. Via IMDB

  1. Chasing Amy (1997)

A comic book artist falls in love with a lesbian, despite the objections of all their friends. They’re able to find some happiness, but her past remains an issue. Via Cinema Blend

  1. When Harry Met Sally (1989)

Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship. Via Rotten Tomatoes

  1. 10 Things I Hate About You (1999)

A new kid must find a guy to date the meanest girl in school, the older sister of the girl he has a crush on, who cannot date until her older sister does. Via Vulture

  1. Celeste And Jesse Forever (2012)

Picking up the story at the end of their marriage, high school sweethearts Celeste and Jesse realise they’re better off as friends. Friends who can’t stop spending every day together. Via Games Radar

  1. His Girl Friday (1940)

Walter Burns is a conniving but irresistible newspaper publisher desperate to woo back the paper’s star reporter — who happens to be his estranged wife. She’s tired of the business and is ready to settle down with a new beau. But, as Walter well knows, she has one weakness — she can’t quite resist a juicy scoop. Via Hollywood

  1. Love Actually (2003)

Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales that are all set during a frantic month before Christmas in London, England. Via IMDB

  1. Scott Pilgrim vs. the World (2010)

Scott Pilgrim must defeat his new girlfriend’s seven evil exes in order to win her heart. The cast of the movie includes Michael Cera, Mary Elizabeth Winstead and Kieran Culkin. Via Paste Magazine

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

Benjamin Barry is an advertising executive and ladies’ man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days. Andie Anderson covers the “How To” beat for “Composure” magazine and is assigned to write an article on “How to Lose a Guy in 10 days.” They meet in a bar shortly after the bet is made. Via IMDB

  1. Forgetting Sarah Marshall (2008)

A composer gets unexpectedly dumped by his actress girlfriend. To get over her, he takes a trip by himself to Hawaii, only to discover she’s staying in the same hotel with a world famous rock star. Cinema Blend

  1. Breakfast At Tiffany’s (1961)

A young New York socialite becomes interested in a young man who has moved into her apartment building. Via Rotten Tomatoes

  1. Jerry Maguire (1996)

When a sports agent has a moral epiphany and is fired for expressing it, he decides to put his new philosophy to the test as an independent with the only athlete who stays with him. Via Vulture

  1. 13 Going On 30 (2004)

Desperate to be popular, 13-year old Jenna Rink makes a wish to be “30, flirty and thriving”. Waking the next morning to discover she’s a bitchy, friendless adult (Jennifer Garner) she sets about tracking down her best friend from school, Matty (Mark Ruffalo). Closing the gap on their 17-year estrangement, a romantic spark fires between Jenna and Matty. But he’s engaged to be married. Via Games Radar

  1. The Princess Bride (1987)

A fairy tale about a beautiful girl who is to be married to a nasty prince, but who is in love with another person. The movie is starred by Robin Wright and Peter Falk. Via Hollywood

  1. Magic in the Moonlight (2014)

A romantic comedy about an Englishman brought in to help unmask a possible swindle. Personal and professional complications ensue. Via IMDB

  1. Clueless (1995)

A rich high school student tries to boost a new pupil’s popularity, but reckons without affairs of the heart getting in the way. Via Paste Magazine

  1. Bridget Jones’s Diary (2001)

A British woman is determined to improve herself while she looks for love in a year in which she keeps a personal diary. Via IMDB

  1. Notting Hill (1999)

The life of a simple bookshop owner changes when he meets the most famous film star in the world. Via Cinema Blend

  1. Sleepless in Seattle (1993)

A recently widowed man’s son calls a radio talk-show in an attempt to find his father a partner. Via Vulture

  1. The Proposal (2009)

A pushy boss forces her young assistant to marry her in order to keep her Visa status in the U.S. and avoid deportation to Canada. Via Games Radar


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