100 best romantic comedy movies
by mizztrini25 | created - 21 Feb 2011 | updated - 21 Feb 2011 | Public- Instant Watch Options
- Genres
- Movies or TV
- IMDb Rating
- In Theaters
- Release Year
- Keywords
1. Our Family Wedding (2010)
PG-13 | 103 min | Comedy, Romance
The weeks leading up to a young couple's wedding are comic and stressful, especially as their respective fathers try to lay their long standing feud to rest.
Director: Rick Famuyiwa | Stars: America Ferrera, Forest Whitaker, Carlos Mencia, Regina King
Votes: 7,485 | Gross: $20.25M
2. Valentine's Day (I) (2010)
PG-13 | 125 min | Comedy, Romance
Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.
Director: Garry Marshall | Stars: Julia Roberts, Jamie Foxx, Anne Hathaway, Jessica Alba
Votes: 125,456 | Gross: $110.49M
3. 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: 121,432 | Gross: $50.29M
4. He's Just Not That Into You (2009)
PG-13 | 129 min | Comedy, Drama, Romance
This Baltimore-set movie of interconnecting story arcs deals with the challenges of reading or misreading human behavior.
Director: Ken Kwapis | Stars: Ginnifer Goodwin, Jennifer Aniston, Jennifer Connelly, Morgan Lily
Votes: 182,321 | Gross: $93.95M
5. The Bounty Hunter (I) (2010)
PG-13 | 110 min | Action, Comedy, Romance
A bounty hunter learns that his next target is his ex-wife, a reporter working on a murder cover-up. Soon after their reunion, the always-at-odds duo find themselves on a run-for-their-lives adventure.
Director: Andy Tennant | Stars: Jennifer Aniston, Gerard Butler, Gio Perez, Joel Marsh Garland
Votes: 134,427 | Gross: $67.06M
6. The Wedding Singer (1998)
PG-13 | 97 min | Comedy, Music, Romance
Robbie, a singer, and Julia, a waitress, are both engaged, but to the wrong people. Fortune intervenes to help them discover each other.
Director: Frank Coraci | Stars: Adam Sandler, Drew Barrymore, Christine Taylor, Allen Covert
Votes: 162,419 | Gross: $80.25M
7. 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: 242,939 | Gross: $92.82M
8. 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: 363,117 | Gross: $178.41M
9. The Wedding Planner (2001)
PG-13 | 103 min | Comedy, Romance
Mary Fiore is San Francisco's most successful supplier of romance and glamor. She knows all the tricks. She knows all the rules. But then she breaks the most important rule of all: she falls in love with the groom.
Director: Adam Shankman | Stars: Jennifer Lopez, Matthew McConaughey, Bridgette Wilson-Sampras, Justin Chambers
Votes: 86,599 | Gross: $60.40M
10. 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: 103,882 | Gross: $63.37M
11. Never Been Kissed (1999)
PG-13 | 107 min | Comedy, Drama, Romance
A newspaper reporter enrolls in high school as part of research for a story.
Director: Raja Gosnell | Stars: Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon
Votes: 97,623 | Gross: $55.47M
12. 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: 385,784 | Gross: $38.18M
13. Music and Lyrics (2007)
PG-13 | 104 min | Comedy, Music, Romance
A washed up singer is given a couple days to compose a chart-topping hit for an aspiring teen sensation. Though he's never written a decent lyric in his life, he sparks with an offbeat younger woman with a flair for words.
Director: Marc Lawrence | Stars: Hugh Grant, Drew Barrymore, Scott Porter, Nick Bacon
Votes: 107,225 | Gross: $50.57M
14. When in Rome (2010)
PG-13 | 91 min | Comedy, Romance
Beth is an ambitious young New Yorker who is completely unlucky in love. On a whirlwind trip to Rome, she impulsively steals some coins from a reputed fountain of love, and is then aggressively pursued by a band of suitors.
Director: Mark Steven Johnson | Stars: Kristen Bell, Josh Duhamel, Anjelica Huston, Danny DeVito
Votes: 64,638 | Gross: $32.67M
15. Confessions of a Shopaholic (2009)
PG | 104 min | Comedy, Romance
A college grad lands a job as a financial journalist in New York City to support where she nurtures her shopping addiction and falls for a wealthy entrepreneur.
Director: P.J. Hogan | Stars: Isla Fisher, Hugh Dancy, Krysten Ritter, Joan Cusack
Votes: 83,154 | Gross: $44.28M
16. Knocked Up (2007)
R | 129 min | Comedy, Romance
For fun-loving party animal Ben Stone, the last thing he ever expected was for his one-night stand to show up on his doorstep eight weeks later to tell him she's pregnant with his child.
Director: Judd Apatow | Stars: Seth Rogen, Katherine Heigl, Paul Rudd, Leslie Mann
Votes: 384,837 | Gross: $148.73M
17. No Strings Attached (I) (2011)
R | 108 min | Comedy, Romance
A guy and girl try to keep their relationship strictly physical, but it's not long before they learn that they want something more.
Director: Ivan Reitman | Stars: Natalie Portman, Ashton Kutcher, Kevin Kline, Cary Elwes
Votes: 244,183 | Gross: $70.66M
18. The Proposal (I) (2009)
PG-13 | 108 min | Comedy, Drama, Romance
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.
Director: Anne Fletcher | Stars: Sandra Bullock, Ryan Reynolds, Mary Steenburgen, Craig T. Nelson
Votes: 360,717 | Gross: $163.96M
19. Sex and the City (2008)
R | 145 min | Comedy, Drama, Romance
A New York City writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.
Director: Michael Patrick King | Stars: Sarah Jessica Parker, Kim Cattrall, Cynthia Nixon, Kristin Davis
Votes: 127,326 | Gross: $152.65M
20. Sweet Home Alabama (2002)
PG-13 | 108 min | Comedy, Romance
A young woman who has reinvented herself as a New York City socialite must return home to Alabama to obtain a divorce from her husband after seven years of separation.
Director: Andy Tennant | Stars: Reese Witherspoon, Patrick Dempsey, Josh Lucas, Candice Bergen
Votes: 123,661 | Gross: $127.22M
21. How to Lose a Guy in 10 Days (2003)
PG-13 | 116 min | Comedy, Romance
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.
Director: Donald Petrie | Stars: Kate Hudson, Matthew McConaughey, Adam Goldberg, Kathryn Hahn
Votes: 270,324 | Gross: $105.81M
22. 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: 139,033 | Gross: $118.70M
23. Sex and the City 2 (2010)
R | 146 min | Comedy, Drama, Romance
While wrestling with the pressures of life, love, and work in Manhattan, Carrie, Miranda, and Charlotte join Samantha for a trip to Abu Dhabi (United Arab Emirates), where Samantha's ex is filming a new movie.
Director: Michael Patrick King | Stars: Sarah Jessica Parker, Kim Cattrall, Kristin Davis, Cynthia Nixon
Votes: 84,078 | Gross: $95.35M
24. Maid in Manhattan (2002)
PG-13 | 105 min | Comedy, Drama, Romance
A Senatorial candidate falls for a hotel maid, thinking she is a socialite, when he sees her trying on a wealthy woman's dress.
Director: Wayne Wang | Stars: Jennifer Lopez, Ralph Fiennes, Natasha Richardson, Stanley Tucci
Votes: 96,249 | Gross: $94.01M
25. What Happens in Vegas (2008)
PG-13 | 99 min | Comedy, Romance
A man and a woman are compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.
Director: Tom Vaughan | Stars: Cameron Diaz, Ashton Kutcher, Rob Corddry, Lake Bell
Votes: 187,973 | Gross: $80.28M
26. 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: 175,230 | Gross: $76.81M
27. Leap Year (2010)
PG | 100 min | Comedy, Romance
Anna Brady plans to travel to Dublin, Ireland to propose to her boyfriend Jeremy on February 29, leap day, because, according to Irish tradition, a man who receives a marriage proposal on a leap day must accept it.
Director: Anand Tucker | Stars: Amy Adams, Matthew Goode, Adam Scott, John Lithgow
Votes: 110,727 | Gross: $25.92M
28. Six Days Seven Nights (1998)
PG-13 | 102 min | Action, Adventure, Comedy
Robin Monroe, a New York magazine editor, and the gruff pilot Quinn Harris must put aside their mutual dislike if they are to survive after crash landing on a deserted South Seas island.
Director: Ivan Reitman | Stars: Harrison Ford, Anne Heche, David Schwimmer, Jacqueline Obradors
Votes: 83,436 | Gross: $74.33M
29. Shallow Hal (2001)
PG-13 | 114 min | Comedy, Drama, Fantasy
A shallow man falls in love with a 300-pound woman because of her inner beauty.
Directors: Bobby Farrelly, Peter Farrelly | Stars: Jack Black, Gwyneth Paltrow, Jason Alexander, Joe Viterelli
Votes: 144,851 | Gross: $70.84M
30. Fool's Gold (I) (2008)
PG-13 | 112 min | Action, Adventure, Comedy
A new clue to the whereabouts of a lost treasure rekindles a married couple's sense of adventure -- and their estranged romance.
Director: Andy Tennant | Stars: Matthew McConaughey, Kate Hudson, Donald Sutherland, Alexis Dziena
Votes: 84,534 | Gross: $70.23M
31. 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: 302,629 | Gross: $63.17M
32. Just Go with It (2011)
PG-13 | 117 min | Comedy, Romance
On a weekend trip to Hawaii, a plastic surgeon convinces his loyal assistant to pose as his soon-to-be-divorced wife in order to cover up a careless lie he told to his much-younger girlfriend.
Director: Dennis Dugan | Stars: Adam Sandler, Jennifer Aniston, Brooklyn Decker, Nicole Kidman
Votes: 265,683 | Gross: $103.03M
33. Easy A (2010)
PG-13 | 92 min | Comedy, Drama, Romance
When Olive lies to her best friend about losing her virginity to one of the college boys, a girl overhears their conversation. Soon, her story spreads across the entire school like wildfire.
Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd
Votes: 418,294 | Gross: $58.40M
34. Clueless (1995)
PG-13 | 97 min | Comedy, Romance
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other.
Director: Amy Heckerling | Stars: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd
Votes: 246,172 | Gross: $56.63M
35. Life as We Know It (2010)
PG-13 | 114 min | Comedy, Drama, Romance
Two single adults become caregivers to an orphaned girl when their mutual best friends die in an accident.
Director: Greg Berlanti | Stars: Katherine Heigl, Josh Duhamel, Josh Lucas, Alexis Clagett
Votes: 138,966 | Gross: $53.37M
36. Just Married (2003)
PG-13 | 95 min | Comedy, Romance
A young newlywed couple honeymoon in Europe, where obstacles challenge their ability to sustain the marriage.
Director: Shawn Levy | Stars: Ashton Kutcher, Brittany Murphy, Christian Kane, David Moscow
Votes: 74,420 | Gross: $56.13M
37. License to Wed (2007)
PG-13 | 91 min | Comedy, Romance
A reverend puts an engaged couple through a grueling marriage preparation course to see if they are meant to be married in his church.
Director: Ken Kwapis | Stars: Mandy Moore, John Krasinski, Robin Williams, Eric Christian Olsen
Votes: 40,647 | Gross: $43.80M
38. No Reservations (2007)
PG | 104 min | Comedy, Drama, Romance
The life of a top chef changes when she becomes the guardian of her young niece.
Director: Scott Hicks | Stars: Catherine Zeta-Jones, Aaron Eckhart, Abigail Breslin, Patricia Clarkson
Votes: 78,853 | Gross: $43.11M
39. Rumor Has It... (2005)
PG-13 | 97 min | Comedy, Drama, Romance
Sarah Huttinger is a woman who learns that her family was the inspiration for the book and film "The Graduate" -- and that she just might be the offspring of the well-documented event.
Director: Rob Reiner | Stars: Jennifer Aniston, Mark Ruffalo, Shirley MacLaine, Kevin Costner
Votes: 61,694 | Gross: $43.00M
40. Because I Said So (2007)
PG-13 | 102 min | Comedy, Romance
A meddling mother tries to set her daughter up with the right man so her kid won't follow in her footsteps.
Director: Michael Lehmann | Stars: Diane Keaton, Mandy Moore, Gabriel Macht, Tom Everett Scott
Votes: 40,140 | Gross: $42.67M
41. Pretty in Pink (1986)
PG-13 | 97 min | Comedy, Drama, Romance
A poor girl must choose between the affections of dating her childhood sweetheart or a rich but sensitive playboy.
Director: Howard Deutch | Stars: Molly Ringwald, Jon Cryer, Harry Dean Stanton, Annie Potts
Votes: 88,652 | Gross: $40.47M
42. Blind Date (1987)
PG-13 | 95 min | Comedy, Romance
A workaholic needs a date for a dinner with new important clientele, but who his brother sets him up with could lead to disaster.
Director: Blake Edwards | Stars: Kim Basinger, Bruce Willis, John Larroquette, William Daniels
Votes: 24,178 | Gross: $39.32M
43. 40 Days and 40 Nights (2002)
R | 96 min | Comedy, Romance
After a brutal break-up, a young man vows to stay celibate during the forty days of Lent, but finds the girl of his dreams and is unable to do anything about it.
Director: Michael Lehmann | Stars: Josh Hartnett, Shannyn Sossamon, Paulo Costanzo, Adam Trese
Votes: 75,836 | Gross: $37.95M
44. The Back-up Plan (2010)
PG-13 | 104 min | Comedy, Romance