Entertainment The Greatest Romantic Comedies of All Time  

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List Rules Upvote and add any and all of your favorite romantic comedies of all time.

Romantic comedy is one of the oldest and most 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, 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 best 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 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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1
2,769 1,166
Pretty Woman is listed (or ranked) 1 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Julia Roberts, Richard Gere, Hank Azaria
Pretty Woman is a 1990 American romantic comedy film set in Los Angeles. Written by J. F. Lawton and directed by Garry Marshall, it stars Richard Gere and Julia Roberts, and features Hector ...more
2
1,985 1,128
Notting Hill is listed (or ranked) 2 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Julia Roberts, Alec Baldwin, Mischa Barton
Notting Hill is a 1999 British romantic comedy film set in Notting Hill, London, released on 21 May 1999. The screenplay was by Richard Curtis and the film was produced by Duncan Kenworthy and ...more
3
1,418 1,045
Groundhog Day is listed (or ranked) 3 on the list The Greatest Romantic Comedies of All Time
Bill Murray, Andie MacDowell, Michael Shannon
Groundhog Day is a 1993 American fantasy comedy film directed by Harold Ramis, starring Bill Murray, Andie MacDowell, and Chris Elliott. It was written by Ramis and Danny Rubin, based on a story ...more
4
2,110 786
The Princess Bride is listed (or ranked) 4 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Billy Crystal, Robin Wright, André the Giant
The Princess Bride is a 1987 American romantic comedy fantasy adventure film directed and co-produced by Rob Reiner. It was adapted by William Goldman from his 1973 novel of the same name. The ...more
5
2,095 956
When Harry Met Sally... is listed (or ranked) 5 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Meg Ryan, Billy Crystal, Carrie Fisher
When Harry Met Sally… is a 1989 American romantic comedy film written by Nora Ephron and directed by Rob Reiner. It stars Billy Crystal as Harry and Meg Ryan as Sally. The story follows the ...more
6
2,343 722
10 Things I Hate About You is listed (or ranked) 6 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger
10 Things I Hate About You is a 1999 American teen romantic comedy-drama film. It is directed by Gil Junger and stars Julia Stiles, Heath Ledger and Joseph Gordon-Levitt. The romantic comedy ...more
7
1,898 798
Sleepless in Seattle is listed (or ranked) 7 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Tom Hanks, Meg Ryan, Rosie O'Donnell
Sleepless in Seattle is a 1993 American romantic comedy-drama film directed and co-written by Nora Ephron. Based on a story by Jeff Arch, it stars Tom Hanks as Sam Baldwin and Meg Ryan as Annie
8
2,010 871
Love Actually is listed (or ranked) 8 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Keira Knightley, Elisha Cuthbert, Liam Neeson
Love Actually is a 2003 British Christmas-themed romantic comedy film written and directed by Richard Curtis. The screenplay delves into different aspects of love as shown through ten separate ...more
9
1,514 783
My Big Fat Greek Wedding is listed (or ranked) 9 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Nia Vardalos, Andrea Martin, Joey Fatone
My Big Fat Greek Wedding is a 2002 Canadian-American romantic comedy film written by and starring Nia Vardalos and directed by Joel Zwick. The film is centered on Fotoula "Toula" ...more
10
1,228 540
Breakfast at Tiffany's is listed (or ranked) 10 on the list The Greatest Romantic Comedies of All Time
Audrey Hepburn, Mickey Rooney, Mel Blanc
Breakfast at Tiffany's is a 1961 American romantic comedy film starring Audrey Hepburn and George Peppard, and featuring Patricia Neal, Buddy Ebsen, Martin Balsam, and Mickey Rooney. The film ...more
11
1,239 741
My Best Friend's Wedding is listed (or ranked) 11 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Cameron Diaz, Julia Roberts, Paul Giamatti
My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan, starring Julia Roberts, Dermot Mulroney, Cameron Diaz, Rupert Everett, Philip Bosco, M. Emmet Walsh, ...more
12
1,071 765
Four Weddings and a Funeral is listed (or ranked) 12 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Hugh Grant, Andie MacDowell, Rowan Atkinson
This film is a 1994 British romantic comedy film directed by Mike Newell. It was the first of several films by screenwriter Richard Curtis to feature Hugh Grant. It was made in six weeks and ...more
13
1,455 749
Bridget Jones's Diary is listed (or ranked) 13 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Renée Zellweger, Hugh Grant, Colin Firth
Bridget Jones's Diary is a 2001 British romantic comedy film directed by Sharon Maguire. It is based on Helen Fielding's novel of the same name which is a reinterpretation of Austen's Pride and ...more
14
1,885 683
You've Got Mail is listed (or ranked) 14 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Tom Hanks, Meg Ryan, Sara Ramirez
You've Got Mail is a 1998 American romantic comedy-drama film directed by Nora Ephron, starring Tom Hanks and Meg Ryan. It was written by Nora and Delia Ephron based on the 1937 play Parfumerie ...more
15
1,093 492
The Wedding Singer is listed (or ranked) 15 on the list The Greatest Romantic Comedies of All Time
Drew Barrymore, Adam Sandler, Steve Buscemi
The Wedding Singer is a 1998 romantic comedy film written by Tim Herlihy and directed by Frank Coraci. It stars Adam Sandler as a wedding singer in the 1980s and Drew Barrymore as a waitress ...more
16
1,767 729
50 First Dates is listed (or ranked) 16 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Drew Barrymore, Adam Sandler, Dan Aykroyd
50 First Dates is a 2004 American romantic comedy film directed by Peter Segal and written by George Wing. The film stars Adam Sandler as a lothario veterinarian and Drew Barrymore as an ...more
17
1,221 574
Sixteen Candles is listed (or ranked) 17 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added John Cusack, Molly Ringwald, Joan Cusack
Sixteen Candles is a 1984 American coming-of-age comedy film starring Molly Ringwald, Michael Schoeffling and Anthony Michael Hall. It was written and directed by John Hughes.
18
1,636 642
How to Lose a Guy in 10 Days is listed (or ranked) 18 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Kate Hudson, Matthew McConaughey, Bebe Neuwirth
How to Lose a Guy in 10 Days is a 2003 romantic comedy film, directed by Donald Petrie, starring Kate Hudson and Matthew McConaughey. It is based on a short cartoon book of the same name by ...more
19
1,460 560
Sweet Home Alabama is listed (or ranked) 19 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Reese Witherspoon, Matthew McConaughey, Dakota Fanning
Sweet Home Alabama is a 2002 American romantic comedy film directed by Andy Tennant, starring Reese Witherspoon, Josh Lucas, Patrick Dempsey and Candice Bergen. The film was released by ...more
20
1,410 609
Crazy, Stupid, Love. is listed (or ranked) 20 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Emma Stone, Julianne Moore, Ryan Gosling
Crazy, Stupid, Love is a 2011 American romantic comedy-drama film directed by Glenn Ficarra and John Requa, and written by Dan Fogelman. It stars Steve Carell, Ryan Gosling, Julianne Moore, Emma ...more
21
1,121 819
There's Something About Mary is listed (or ranked) 21 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Cameron Diaz, Sarah Silverman, Ben Stiller
There's Something About Mary is a 1998 comedy film, directed by the Farrelly brothers, Bobby and Peter. It stars Cameron Diaz, Matt Dillon and Ben Stiller, and it is a combination of romantic ...more
22
1,120 456
Legally Blonde is listed (or ranked) 22 on the list The Greatest Romantic Comedies of All Time
Reese Witherspoon, Raquel Welch, Ali Larter
Legally Blonde is a 2001 American comedy film directed by Robert Luketic, written by Karen McCullah Lutz and Kirsten Smith, and produced by Marc E. Platt. It is based on the novel Legally Blonde ...more
23
926 527
Some Like It Hot is listed (or ranked) 23 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Marilyn Monroe, Jack Lemmon, Tony Curtis
Some Like It Hot is a 1959 American comedy film set in 1929, directed by Billy Wilder, starring Marilyn Monroe, Tony Curtis and Jack Lemmon. The film is about two musicians who dress in drag in ...more
24
1,504 387
The Proposal is listed (or ranked) 24 on the list The Greatest Romantic Comedies of All Time
Sandra Bullock, Ryan Reynolds, Betty White
The Proposal is a 2009 American romantic comedy film set in Sitka, Alaska. Directed by Anne Fletcher and written by Peter Chiarelli, the film features Sandra Bullock and Ryan Reynolds in the ...more
25
912 665
Wedding Crashers is listed (or ranked) 25 on the list The Greatest Romantic Comedies of All Time
All Genre Movies Lists added Rachel McAdams, Bradley Cooper, Isla Fisher
Wedding Crashers is a 2005 American romantic comedy film directed by David Dobkin. It stars Owen Wilson, Vince Vaughn, and Christopher Walken. Will Ferrell also has a notable cameo appearance. ...more