The best romantic comedy movies, ranked
by mads4390 | created - 30 Sep 2019 | updated - 30 Sep 2019 | Public- Instant Watch Options
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1. Pretty Woman (1990)
R | 119 min | Comedy, Romance
A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love.
Director: Garry Marshall | Stars: Richard Gere, Julia Roberts, Jason Alexander, Laura San Giacomo
Votes: 363,081 | Gross: $178.41M
2. She's All That (1999)
PG-13 | 95 min | Comedy, Romance
A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.
Director: Robert Iscove | Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker
Votes: 103,880 | Gross: $63.37M
3. Saving Face (2004)
R | 91 min | Comedy, Drama, Romance
A gay Chinese-American and her traditionalist mother are reluctant to go public with secret loves that clash against cultural expectations.
Director: Alice Wu | Stars: Joan Chen, Michelle Krusiec, Lynn Chen, Jin Wang
Votes: 13,442 | Gross: $1.19M
4. 27 Dresses (2008)
PG-13 | 111 min | Comedy, Romance
After serving as a bridesmaid 27 times, a young woman wrestles with the idea of standing by her sister's side as her sibling marries the man she's secretly in love with.
Director: Anne Fletcher | Stars: Katherine Heigl, James Marsden, Malin Akerman, Brian Kerwin
Votes: 175,225 | Gross: $76.81M
5. Playing by Heart (1998)
R | 121 min | Comedy, Drama, Romance
Eleven articulate people work through affairs of the heart in Los Angeles.
Director: Willard Carroll | Stars: Gillian Anderson, Ellen Burstyn, Sean Connery, Anthony Edwards
Votes: 20,296 | Gross: $3.96M
6. Crazy Rich Asians (2018)
PG-13 | 120 min | Comedy, Drama, Romance
This contemporary romantic comedy based on a global bestseller follows native New Yorker Rachel Chu to Singapore to meet her boyfriend's family.
Director: Jon M. Chu | Stars: Constance Wu, Henry Golding, Michelle Yeoh, Gemma Chan
Votes: 190,196 | Gross: $174.53M
7. One Fine Day (1996)
PG | 108 min | Comedy, Drama, Romance
The lives of two strangers and their young children unexpectedly intersect on one hectic, stressful day in New York City.
Director: Michael Hoffman | Stars: Michelle Pfeiffer, George Clooney, Mae Whitman, Alex D. Linz
Votes: 48,532 | Gross: $46.15M
8. Boomerang (1992)
R | 117 min | Comedy, Drama, Romance
A successful executive and womanizer finds his lifestyle choices have turned back on him when his new female boss turns out to be an even bigger deviant than he is.
Director: Reginald Hudlin | Stars: Eddie Murphy, Robin Givens, Halle Berry, David Alan Grier
Votes: 31,398 | Gross: $70.10M
9. Long Shot (2019)
R | 125 min | Comedy, Romance
Journalist, Fred Flarsky, reunites with his childhood crush, Charlotte Field; now one of the most influential women in the world. As she prepares to run for president, Charlotte hires Fred as her speechwriter, and sparks fly.
Director: Jonathan Levine | Stars: Charlize Theron, Seth Rogen, June Diane Raphael, O'Shea Jackson Jr.
Votes: 121,814 | Gross: $30.32M
10. Roman Holiday (1953)
Passed | 118 min | Comedy, Romance
A bored and sheltered princess escapes her guardians and falls in love with an American newsman in Rome.
Director: William Wyler | Stars: Gregory Peck, Audrey Hepburn, Eddie Albert, Hartley Power
Votes: 147,746
11. Forgetting Sarah Marshall (2008)
R | 111 min | Comedy, Drama, Romance
Devastated Peter takes a Hawaiian vacation in order to deal with the recent break-up with his TV star girlfriend, Sarah. Little does he know, Sarah's traveling to the same resort as her ex - and she's bringing along her new boyfriend.
Director: Nicholas Stoller | Stars: Kristen Bell, Jason Segel, Paul Rudd, Mila Kunis
Votes: 302,612 | Gross: $63.17M
12. The Break-Up (2006)
PG-13 | 106 min | Comedy, Drama, Romance
A couple's break-up proceeds to get uglier and nastier by the moment as each tries to keep their luxurious condo from the other.
Director: Peyton Reed | Stars: Jennifer Aniston, Vince Vaughn, Jon Favreau, Joey Lauren Adams
Votes: 139,029 | Gross: $118.70M
13. But I'm a Cheerleader (1999)
R | 85 min | Comedy, Drama, Romance
A naive teenager is sent to rehab camp when her straitlaced parents and friends suspect her of being a lesbian.
Director: Jamie Babbit | Stars: Natasha Lyonne, Clea DuVall, Michelle Williams, Brandt Wille
Votes: 41,289 | Gross: $2.21M
14. Four Weddings and a Funeral (2019)
TV-MA | 60 min | Comedy, Romance
Television adaptation of the romantic comedy film 'Four Weddings and a Funeral'.
Stars: Nathalie Emmanuel, Nikesh Patel, Rebecca Rittenhouse, John Reynolds
Votes: 6,336
15. Brown Sugar (2002)
PG-13 | 109 min | Comedy, Drama, Music
Friends since childhood, a magazine editor and a hip-hop record executive stumble into romantic territory.
Director: Rick Famuyiwa | Stars: Taye Diggs, Sanaa Lathan, Yasiin Bey, Nicole Ari Parker
Votes: 10,246 | Gross: $27.36M
16. Love Actually (2003)
R | 135 min | Comedy, Drama, Romance
Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England.
Director: Richard Curtis | Stars: Hugh Grant, Martine McCutcheon, Liam Neeson, Laura Linney
Votes: 531,754 | Gross: $59.70M
17. Get Over It (2001)
PG-13 | 87 min | Comedy, Romance
A high school senior's girlfriend breaks up with him. His friends try to make him think of something else. His friend's sister Kelly helps him with the school musical. Spending time with Kelly has an effect.
Director: Tommy O'Haver | Stars: Kirsten Dunst, Ben Foster, Melissa Sagemiller, Sisqó
Votes: 20,032 | Gross: $11.58M
18. Get Over It (2001)
PG-13 | 87 min | Comedy, Romance
A high school senior's girlfriend breaks up with him. His friends try to make him think of something else. His friend's sister Kelly helps him with the school musical. Spending time with Kelly has an effect.
Director: Tommy O'Haver | Stars: Kirsten Dunst, Ben Foster, Melissa Sagemiller, Sisqó
Votes: 20,032 | Gross: $11.58M
19. Love Actually (2003)
R | 135 min | Comedy, Drama, Romance
Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England.
Director: Richard Curtis | Stars: Hugh Grant, Martine McCutcheon, Liam Neeson, Laura Linney
Votes: 531,754 | Gross: $59.70M
20. Get Over It (2001)
PG-13 | 87 min | Comedy, Romance
A high school senior's girlfriend breaks up with him. His friends try to make him think of something else. His friend's sister Kelly helps him with the school musical. Spending time with Kelly has an effect.
Director: Tommy O'Haver | Stars: Kirsten Dunst, Ben Foster, Melissa Sagemiller, Sisqó
Votes: 20,032 | Gross: $11.58M
21. Get Over It (2001)
PG-13 | 87 min | Comedy, Romance
A high school senior's girlfriend breaks up with him. His friends try to make him think of something else. His friend's sister Kelly helps him with the school musical. Spending time with Kelly has an effect.
Director: Tommy O'Haver | Stars: Kirsten Dunst, Ben Foster, Melissa Sagemiller, Sisqó
Votes: 20,032 | Gross: $11.58M
22. 500 Days of Summer (2009)
PG-13 | 95 min | Comedy, Drama, Romance
After being dumped by the girl he believes to be his soulmate, hopeless romantic Tom Hansen reflects on their relationship to try and figure out where things went wrong and how he can win her back.
Director: Marc Webb | Stars: Zooey Deschanel, Joseph Gordon-Levitt, Geoffrey Arend, Chloë Grace Moretz
Votes: 558,485 | Gross: $32.39M
23. Bridget Jones's Diary (2001)
R | 97 min | Comedy, Drama, Romance
Bridget Jones is determined to improve herself while she looks for love in a year in which she keeps a personal diary.
Director: Sharon Maguire | Stars: Renée Zellweger, Colin Firth, Hugh Grant, Gemma Jones
Votes: 264,040 | Gross: $71.54M
24. 13 Going on 30 (2004)
PG-13 | 98 min | Comedy, Fantasy, Romance
Unpopular schoolgirl Jenna Rink makes an unusual wish on her birthday. Miraculously, her wish comes true and the 13-year-old Jenna wakes up the next day as a 30-year-old woman.
Director: Gary Winick | Stars: Jennifer Garner, Mark Ruffalo, Judy Greer, Andy Serkis
Votes: 217,153 | Gross: $57.23M
25. Something's Gotta Give (2003)
PG-13 | 128 min | Comedy, Drama, Romance
A swinger on the cusp of being a senior citizen with a taste for young women falls in love with an accomplished woman closer to his age.
Director: Nancy Meyers | Stars: Jack Nicholson, Diane Keaton, Keanu Reeves, Amanda Peet
Votes: 129,257 | Gross: $124.73M
26. Serendipity (2001)
PG-13 | 90 min | Comedy, Romance
A couple search for each other years after the night they first met, fell in love, and separated, convinced that one day they'd end up together.
Director: Peter Chelsom | Stars: John Cusack, Kate Beckinsale, Jeremy Piven, Bridget Moynahan
Votes: 121,429 | Gross: $50.29M
27. 10 Things I Hate About You (1999)
PG-13 | 97 min | Comedy, Drama, Romance
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik
Votes: 385,760 | Gross: $38.18M
28. The Apartment (1960)
Approved | 125 min | Comedy, Drama, Romance
A Manhattan insurance clerk tries to rise in his company by letting its executives use his apartment for trysts, but complications and a romance of his own ensue.
Director: Billy Wilder | Stars: Jack Lemmon, Shirley MacLaine, Fred MacMurray, Ray Walston
Votes: 197,003 | Gross: $18.60M
29. My Best Friend's Wedding (1997)
PG-13 | 105 min | Comedy, Drama, Romance
When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding.
Director: P.J. Hogan | Stars: Julia Roberts, Dermot Mulroney, Cameron Diaz, Rupert Everett
Votes: 155,520 | Gross: $127.12M
30. Notting Hill (1999)
PG-13 | 124 min | Comedy, Drama, Romance
A set of circumstances makes Anna Scott, a famous actress, fall in love with William Thacker, owner of a bookstore in Notting Hill. But the paparazzi's fascination with her complicates their bond.
Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans
Votes: 342,543 | Gross: $116.09M
31. The Philadelphia Story (1940)
Not Rated | 112 min | Comedy, Romance
When a rich woman's ex-husband and a tabloid-type reporter turn up just before her planned remarriage, she begins to learn the truth about herself.
Director: George Cukor | Stars: Cary Grant, Katharine Hepburn, James Stewart, Ruth Hussey
Votes: 73,894
32. Annie Hall (1977)
PG | 93 min | Comedy, Romance
Alvy Singer, a divorced Jewish comedian, reflects on his relationship with ex-lover Annie Hall, an aspiring nightclub singer, which ended abruptly just like his previous marriages.
Director: Woody Allen | Stars: Woody Allen, Diane Keaton, Tony Roberts, Carol Kane
Votes: 278,547 | Gross: $39.20M
33. You've Got Mail (1998)
PG | 119 min | Comedy, Drama, Romance
Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet, both blissfully unaware that he's trying to put her out of business.
Director: Nora Ephron | Stars: Tom Hanks, Meg Ryan, Greg Kinnear, Parker Posey
Votes: 229,810 | Gross: $115.82M
34. When Harry Met Sally... (1989)
R | 95 min | Comedy, Drama, Romance
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
Director: Rob Reiner | Stars: Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby
Votes: 242,926 | Gross: $92.82M
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