The Greatest Romantic Comedies Of All Time

Updated January 15, 2021 160.0k votes 11.3k voters 547.8k views383 items

List RulesVote up any and all of your favorite romantic comedies of all time.

Romantic comedy is one of the oldest and most famous and popular film genres of all time. The term "romantic comedy" can refer to pretty much any funny love story, but more specifically, it applies to movies that are light-heartened and fun to watch, and that reinforce the theme of true love conquering all. Very often, good romantic comedy plots are driven by couples meeting and falling for one another, only to be forced apart by circumstance, and needing to find their way back to one another.

Almost every romantic comedy film ends with the main characters happily in love, or at least implies that, even if the primary relationship didn't work out, it has taught the lovers enough to be able to go out and find love elsewhere.

What are the top romcoms of all time? Romantic comedy is also among the most diverse and malleable genres, and has been melded and mashed-up with just about every other type of movie. The classic films of Judd Apatow, for example, combine romantic comedy elements with character types borrowed from "dude" comedies and stoner comedies. Romantic comedies with science-fiction or fantasy elements are also popular, such as the superhero parody My Super Ex-Girlfriend, the time travel romance Kate and Leopold or the Mel Gibson vehicle What Women Want.

This list includes the best romantic comedy films ever made. Have a few selections that didn't make the list? Add them to the bottom of the page! And don't forget to vote up all of your favorites.

You can also check out The Best Comedies on Netflix Instant, The Best Comedy Films on Amazon Prime, and The Best Comedy Films of All Time.

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10 Things I Hate About You
Joseph Gordon-Levitt, Gabrielle Union
Released: 1999
Directed by: Gil Junger
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The Princess Bride
Billy Crystal, Robin Wright
Released: 1987
Directed by: Rob Reiner
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Clueless
Alicia Silverstone, Brittany Murphy
Released: 1995
Directed by: Amy Heckerling
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The Proposal
Sandra Bullock, Ryan Reynolds
Released: 2009
Directed by: Anne Fletcher
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1,106
416
Overboard
Goldie Hawn, Kurt Russell
Released: 1987
Directed by: Garry Marshall
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2,584
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Pretty Woman
Julia Roberts, Richard Gere
Released: 1990
Directed by: Garry Marshall
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You've Got Mail
Tom Hanks, Meg Ryan
Released: 1998
Directed by: Nora Ephron
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When Harry Met Sally...
Meg Ryan, Billy Crystal
Released: 1989
Directed by: Rob Reiner
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50 First Dates
Drew Barrymore, Adam Sandler
Released: 2004
Directed by: Peter Segal
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Sleepless in Seattle
Tom Hanks, Meg Ryan
Released: 1993
Directed by: Nora Ephron
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How to Lose a Guy in 10 Days
Kate Hudson, Matthew McConaughey
Released: 2003
Directed by: Donald Petrie
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Sweet Home Alabama
Reese Witherspoon, Matthew McConaughey
Released: 2002
Directed by: Andy Tennant
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Legally Blonde
Reese Witherspoon, Luke Wilson
Released: 2001
Directed by: Robert Luketic
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The Princess Diaries
Anne Hathaway, Mandy Moore
Released: 2001
Directed by: Garry Marshall
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Love Actually
Keira Knightley, Elisha Cuthbert
Released: 2003
Directed by: Richard Curtis
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The Wedding Singer
Drew Barrymore, Adam Sandler
Released: 1998
Directed by: Frank Coraci
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13 Going on 30
Jennifer Garner, Ashley Benson
Released: 2004
Directed by: Gary Winick
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While You Were Sleeping
Sandra Bullock, Monica Keena
Released: 1995
Directed by: Jon Turteltaub
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Crazy, Stupid, Love.
Emma Stone, Julianne Moore
Released: 2011
Directed by: John Requa, Glenn Ficarra
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Enchanted
Amy Adams, Susan Sarandon
Released: 2007
Directed by: Kevin Lima
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Sixteen Candles
John Cusack, Molly Ringwald
Released: 1984
Directed by: John Hughes
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My Big Fat Greek Wedding
Nia Vardalos, Andrea Martin
Released: 2002
Directed by: Joel Zwick
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Tangled
Mandy Moore, Ron Perlman
Released: 2010
Directed by: Nathan Greno, Byron Howard
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The Holiday
Lindsay Lohan, Cameron Diaz
Released: 2006
Directed by: Nancy Meyers
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Breakfast at Tiffany's
Audrey Hepburn, Mickey Rooney
Released: 1961
Directed by: Blake Edwards
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