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The Greatest Romantic Comedies Of All Time 

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Updated June 2, 2020 200k votes 10.8k voters 537.4k views 385 items

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
The Princess Bride is listed (or ranked) 1 on the list The Greatest Romantic Comedies Of All Time
All Genre Movies Lists added Billy Crystal, Robin Wright, André the Giant

Released: 1987

Directed by: Rob Reiner

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

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2
10 Things I Hate About Y... is listed (or ranked) 2 on the list The Greatest Romantic Comedies Of All Time
All Genre Movies Lists added Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger

Released: 1999

Directed by: Gil Junger

10 Things I Hate About You is a 1999 American romantic comedy film directed by Gil Junger, and a modern retelling of William Shakespeare's The Taming of the Shrew. After finding out his crush ...more

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3
Pretty Woman is listed (or ranked) 3 on the list The Greatest Romantic Comedies Of All Time
All Genre Movies Lists added Julia Roberts, Richard Gere, Hank Azaria

Released: 1990

Directed by: Garry Marshall

Pretty Woman is a 1990 American romantic comedy film directed by Garry Marshall. A down-on-her-luck Hollywood working girl (Julia Roberts) is hired by a wealthy businessman (Richard Gere) to be ...more

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#39 of 350 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #43 of 624 The Greatest Guilty Pleasure Movieslisted on The 50 Highest Grossing '90s Movies, Ranked

4
Love Actually is listed (or ranked) 4 on the list The Greatest Romantic Comedies Of All Time
All Genre Movies Lists added Keira Knightley, Elisha Cuthbert, Liam Neeson

Released: 2003

Directed by: Richard Curtis

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

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5
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

Released: 1989

Directed by: Rob Reiner

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

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6
Sleepless in Seattle is listed (or ranked) 6 on the list The Greatest Romantic Comedies Of All Time
All Genre Movies Lists added Tom Hanks, Meg Ryan, Rosie O'Donnell

Released: 1993

Directed by: Nora Ephron

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

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7
You've Got Mail is listed (or ranked) 7 on the list The Greatest Romantic Comedies Of All Time
All Genre Movies Lists added Tom Hanks, Meg Ryan, Sara Ramirez

Released: 1998

Directed by: Nora Ephron

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

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8
Clueless is listed (or ranked) 8 on the list The Greatest Romantic Comedies Of All Time
Alicia Silverstone, Brittany Murphy, Paul Rudd

Released: 1995

Directed by: Amy Heckerling

Clueless is a 1995 American comedy film loosely based on Jane Austen's 1815 novel Emma. It stars Alicia Silverstone, Stacey Dash, Paul Rudd, and Brittany Murphy. The film is set in Beverly Hills ...more

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9
The Proposal is listed (or ranked) 9 on the list The Greatest Romantic Comedies Of All Time
Sandra Bullock, Ryan Reynolds, Betty White

Released: 2009

Directed by: Anne Fletcher

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

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10
50 First Dates is listed (or ranked) 10 on the list The Greatest Romantic Comedies Of All Time
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Released: 2004

Directed by: Peter Segal

50 First Dates is a 2004 American romantic comedy film directed by Peter Segal. Henry Roth (Adam Sandler) has a history of commitment issues until he meets Lucy (Drew Barrymore) who suffers from ...more

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11
Overboard is listed (or ranked) 11 on the list The Greatest Romantic Comedies Of All Time
Goldie Hawn, Kurt Russell, Roddy McDowall

Released: 1987

Directed by: Garry Marshall

Overboard is a 1987 American romantic comedy film starring Goldie Hawn and Kurt Russell. It was directed by Garry Marshall, produced by Roddy McDowall, and loosely inspired by the 1974 Italian ...more

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12
Sweet Home Alabama is listed (or ranked) 12 on the list The Greatest Romantic Comedies Of All Time
All Genre Movies Lists added Reese Witherspoon, Matthew McConaughey, Dakota Fanning

Released: 2002

Directed by: Andy Tennant

Sweet Home Alabama is a 2002 American romantic comedy film directed by Andy Tennant. A young New York City fashion designer (Reese Witherspoon) finds herself running home to divorce her high ...more

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13
How to Lose a Guy in 10 ... is listed (or ranked) 13 on the list The Greatest Romantic Comedies Of All Time
All Genre Movies Lists added Kate Hudson, Matthew McConaughey, Bebe Neuwirth

Released: 2003

Directed by: Donald Petrie

How to Lose a Guy in 10 Days is a 2003 American romantic comedy film directed by Donald Petrie. An advice columnist (Kate Hudson) and an advertising executive (Matthew McConaughey) find ...more

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14
Legally Blonde is listed (or ranked) 14 on the list The Greatest Romantic Comedies Of All Time
Reese Witherspoon, Luke Wilson, Selma Blair

Released: 2001

Directed by: Robert Luketic

Legally Blonde is a 2001 American comedy film directed by Robert Luketic, based on the novel by Amanda Brown. Sorority girl Elle Woods (Reese Witherspoon) decides to enroll in Harvard Law School ...more

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15
My Big Fat Greek Wedding... is listed (or ranked) 15 on the list The Greatest Romantic Comedies Of All Time
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Released: 2002

Directed by: Joel Zwick

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

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16
Crazy, Stupid, Love. is listed (or ranked) 16 on the list The Greatest Romantic Comedies Of All Time
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Released: 2011

Directed by: John Requa, Glenn Ficarra

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

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17
The Wedding Singer is listed (or ranked) 17 on the list The Greatest Romantic Comedies Of All Time
Drew Barrymore, Adam Sandler, Steve Buscemi

Released: 1998

Directed by: Frank Coraci

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

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18
Sixteen Candles is listed (or ranked) 18 on the list The Greatest Romantic Comedies Of All Time
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Released: 1984

Directed by: John Hughes

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.

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19
13 Going on 30 is listed (or ranked) 19 on the list The Greatest Romantic Comedies Of All Time
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Released: 2004

Directed by: Gary Winick

13 Going on 30 is a 2004 American romantic comedy fantasy film written by Josh Goldsmith and Cathy Yuspa, and directed by Gary Winick. Starring Jennifer Garner, Mark Ruffalo, Judy Greer, Andy ...more

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20
The Princess Diaries is listed (or ranked) 20 on the list The Greatest Romantic Comedies Of All Time
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Released: 2001

Directed by: Garry Marshall

The Princess Diaries is a 2001 American comedy film produced by singer and actress Whitney Houston and directed by Garry Marshall. It is based on Meg Cabot's 2000 novel of the same name. The ...more

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21
Bridget Jones's Diary is listed (or ranked) 21 on the list The Greatest Romantic Comedies Of All Time
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Released: 2001

Directed by: Sharon Maguire

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

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22
Notting Hill is listed (or ranked) 22 on the list The Greatest Romantic Comedies Of All Time
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Released: 1999

Directed by: Roger Michell

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

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23
Breakfast at Tiffany's ... is listed (or ranked) 23 on the list The Greatest Romantic Comedies Of All Time
Audrey Hepburn, Mickey Rooney, Mel Blanc

Released: 1961

Directed by: Blake Edwards

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

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24
My Best Friend's Wedding... is listed (or ranked) 24 on the list The Greatest Romantic Comedies Of All Time
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Released: 1997

Directed by: P. J. Hogan

My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan. When a woman's long-time friend (Dermot Mulroney) reveals he's engaged, she (Julia Roberts) realizes she ...more

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25
Enchanted is listed (or ranked) 25 on the list The Greatest Romantic Comedies Of All Time
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Released: 2007

Directed by: Kevin Lima

Enchanted is a 2007 American musical live-action/animated fantasy romantic comedy film, produced by Walt Disney Pictures with New York Academy Barry Sonnenfeld and Josephson Entertainment. ...more

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