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The Best Romantic Comedies of the '90s

Updated July 8, 2019 8.0k votes 1.0k voters 40.4k views38 items

List RulesVote up the greatest romantic comedies that were released in the 1990s.

Who doesn't need a good rom-com every once in a while? The perfect date night movie. The perfect girls night movie? These are the best '90s Romantic comedies, ranked from best to worst by user votes. This list has some good '90s romantic comedies that feature main characters who against all odds find love in the most unlikely places. Some of these movies are more drama-heavy, though still comedies, while other films on here are nearly slapstick . Some of these films have gone on to become cult classics and have left an indelible mark on cinema history.

What films will you find on this best '90s romantic comedies list? Some of the best romantic comedies of all-time featured Tom Hanks and Meg Ryan in the leading roles. Joe Versus the Volcano, Sleepless in Seattle, and You've Got Mail were all released in the 1990s, much to the delight of movie goers. Julia Roberts also starred in some great 90s romantic comedies including Pretty Woman and My Best Friend's Wedding.

“You had me at hello,” is one of the best one-liners in film history and it came compliments of the 1996 romantic comedy, Jerry Maguire. Other good films that are featured on this top '90s romantic comedies list include The Wedding Singer, Groundhog Day, and As Good As it Gets.

What movie do you think belongs at the top of this list? Be sure to vote up your favorites!
  • Pretty Woman1

    Pretty Woman

    Julia Roberts, Richard Gere


    Directed byGarry Marshall

    Pretty Woman is a 1990 American romantic comedy film directed by Garry Marshall. A...  more

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  • 10 Things I Hate About You2

    10 Things I Hate About You

    Joseph Gordon-Levitt, Gabrielle Union


    Directed byGil Junger

    10 Things I Hate About You is a 1999 American romantic comedy film directed by Gil Junger, and...  more

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  • Clueless3


    Alicia Silverstone, Brittany Murphy


    Directed byAmy Heckerling

    Clueless is a 1995 American comedy film loosely based on Jane Austen's 1815 novel Emma. It...  more

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  • Sleepless in Seattle4

    Sleepless in Seattle

    Tom Hanks, Meg Ryan


    Directed byNora Ephron

    Sleepless in Seattle is a 1993 American romantic comedy-drama film directed and co-written by...  more

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  • While You Were Sleeping5

    While You Were Sleeping

    Sandra Bullock, Monica Keena


    Directed byJon Turteltaub

    While You Were Sleeping is a 1995 romantic comedy film directed by Jon Turteltaub and written...  more

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  • A Walk to Remember6

    A Walk to Remember

    Shane West, Mandy Moore


    Directed byAdam Shankman

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  • Father of the Bride7

    Father of the Bride

    Steve Martin, Diane Keaton


    Directed byCharles Shyer

    Father of the Bride is a 1991 American comedy film starring Steve Martin, Diane Keaton,...  more

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  • Notting Hill8

    Notting Hill

    Julia Roberts, Alec Baldwin


    Directed byRoger Michell

    Notting Hill is a 1999 British romantic comedy film set in Notting Hill, London, released on...  more

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  • The Wedding Singer9

    The Wedding Singer

    Drew Barrymore, Adam Sandler


    Directed byFrank Coraci

    The Wedding Singer is a 1998 romantic comedy film written by Tim Herlihy and directed by Frank...  more

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  • She's All That10

    She's All That

    Sarah Michelle Gellar, Anna Paquin


    Directed byRobert Iscove

    She's All That is a 1999 American teen romantic comedy film directed by Robert Iscove and...  more

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  • My Best Friend's Wedding11

    My Best Friend's Wedding

    Julia Roberts, Dermot Mulroney


    Directed byP. J. Hogan

    My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan. When...  more

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  • You've Got Mail12

    You've Got Mail

    Tom Hanks, Meg Ryan


    Directed byNora Ephron

    You've Got Mail is a 1998 American romantic comedy-drama film directed by Nora Ephron,...  more

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  • Groundhog Day13

    Groundhog Day

    Bill Murray, Andie MacDowell


    Directed byHarold Ramis

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  • There's Something About Mary14

    There's Something About Mary

    Cameron Diaz, Sarah Silverman


    Directed byPeter Farrelly, Bobby Farrelly

    There's Something About Mary is a 1998 comedy film, directed by the Farrelly brothers, Bobby...  more

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  • As Good as It Gets15

    As Good as It Gets

    Jack Nicholson, Helen Hunt


    Directed byJames L. Brooks

    As Good as It Gets is a 1997 American romantic comedy film directed by James L. Brooks and...  more

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  • Jerry Maguire16

    Jerry Maguire

    Tom Cruise, Lucy Liu


    Directed byCameron Crowe

    Jerry Maguire is a 1996 American romantic comedy-drama sports film written, produced and...  more

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  • Four Weddings and a Funeral17

    Four Weddings and a Funeral

    Hugh Grant, Andie MacDowell


    Directed byMike Newell

    This film is a 1994 British romantic comedy film directed by Mike Newell. It was the first of...  more

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  • Can't Hardly Wait18

    Can't Hardly Wait

    Jennifer Love Hewitt, Melissa Joan Hart


    Directed byDeborah Kaplan, Harry Elfont

    Can't Hardly Wait is a 1998 American teen comedy film written and directed by Deborah Kaplan...  more

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  • Practical Magic19

    Practical Magic

    Nicole Kidman, Sandra Bullock


    Directed byGriffin Dunne

    Practical Magic is a 1998 American romantic comedy film based on the 1995 novel of the same...  more

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  • French Kiss20

    French Kiss

    Meg Ryan, Kevin Kline


    Directed byLawrence Kasdan

    French Kiss is a 1995 American romantic comedy film directed by Lawrence Kasdan and starring...  more

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  • American Pie21

    American Pie

    Alyson Hannigan, Tara Reid


    Directed byChris Weitz, Paul Weitz

    American Pie is a 1999 teen comedy film written by Adam Herz and directed by brothers Paul and...  more

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  • Shakespeare in Love22

    Shakespeare in Love

    Gwyneth Paltrow, Ben Affleck


    Directed byJohn Madden

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  • The Wedding Planner23

    The Wedding Planner

    Jennifer Lopez, Matthew McConaughey


    Directed byAdam Shankman

    The Wedding Planner is a 2001 romantic comedy film directed by Adam Shankman, written by...  more

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  • The American President24

    The American President

    Annette Bening, Michael J. Fox


    Directed byRob Reiner

    The American President is a 1995 American romantic comedy-drama film directed by Rob Reiner...  more

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  • It Could Happen to You25

    It Could Happen to You

    Nicolas Cage, Emily Deschanel


    Directed byAndrew Bergman

    It Could Happen to You is a 1994 American romantic comedy-drama film starring Nicolas Cage and...  more

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