Entertainment
54 voters

The Best Chick Flicks From The '90s

Updated November 27, 2019 1k votes 54 voters41 items

List RulesVote up the best movies to watch with your squad - whether they guarantee tears or laughs.

The decade that gave us the first Harry Potter books also put out some good chick flicks. This list of the best '90s chick flick movies has got both comedies and dramas, some of them could even be considered dramedies like Pretty Woman and While You Were Sleeping. Or if you feel like laughing outright, be sure to check out French Kiss. You'll find a few celebrities on this list who stepped into the spotlight in the nineties as well such as Leonardo DiCaprio, Brittany Murphy, Angelina Jolie, and Alicia Silverstone.

Along with big-name actors and actresses, there are definitely some classics on this list like TitanicClueless, and Girl Interrupted. Basically, there is a '90s chick flick on this list for whatever mood you're in but which one of these girl movies is the best of the '90s?

What are your favorite chick flicks from the nineteen-nineties? The truth is, you don't really have to decide on just one. You can vote up all your favorite 1990s chick flicks and vote down any of the ones you never want to watch again.

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  • 1
    Joseph Gordon-Levitt, Gabrielle Union
    42
    6

    Released1999

    Directed byGil 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 (Larisa  ...more
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  • 2
    Julia Roberts, Richard Gere
    34
    4

    Released1990

    Directed byGarry 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 his  ...more
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  • 3
    Leonardo DiCaprio, Kate Winslet
    32
    4

    Released1997

    Directed byJames Cameron

    Titanic is a 1997 American epic romance and disaster film directed by James Cameron. A seventeen-year-old aristocrat (Kate Winslet) falls in love with a kind but poor artist (Leonardo DiCaprio)  ...more
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  • 4
    Drew Barrymore, Anjelica Huston
    34
    7

    Released1998

    Directed byAndy Tennant

    Ever After is a 1998 American romantic comedy-drama film inspired by the fairy tale Cinderella, directed by Andy Tennant and starring Drew Barrymore, Anjelica Huston, and Dougray Scott. The  ...more
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  • 5
    Julia Roberts, Susan Sarandon
    26
    3

    Released1998

    Directed byChris Columbus

    Stepmom is a 1998 comedy-drama directed by Chris Columbus and starring Julia Roberts, Susan Sarandon, and Ed Harris. Sarandon won the San Diego Film Critics Society Award for Best Actress and Harris  ...more
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  • 6
    Alicia Silverstone, Brittany Murphy
    24
    4

    Released1995

    Directed byAmy 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 and  ...more
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  • 7
    Nicole Kidman, Sandra Bullock
    21
    1

    Released1998

    Directed byGriffin Dunne

    Practical Magic is a 1998 American romantic comedy film based on the 1995 novel of the same name by Alice Hoffman. The film was directed by Griffin Dunne and stars Sandra Bullock, Nicole Kidman,  ...more
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  • 8
    Sarah Jessica Parker, Goldie Hawn
    23
    4

    Released1996

    Directed byHugh Wilson

    The First Wives Club is a 1996 comedy film, based on the best-selling 1992 novel of the same name by Olivia Goldsmith. Narrated by Diane Keaton, it stars Keaton, Goldie Hawn, and Bette Midler as  ...more
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  • 9
    Meg Ryan, Kevin Kline
    23
    8

    Released1995

    Directed byLawrence Kasdan

    French Kiss is a 1995 American romantic comedy film directed by Lawrence Kasdan and starring Meg Ryan and Kevin Kline. Written by Adam Brooks, the film is about a woman who flies to France to  ...more
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  • 10
    Steve Martin, Diane Keaton
    20
    6

    Released1991

    Directed byCharles Shyer

    Father of the Bride is a 1991 American comedy film starring Steve Martin, Diane Keaton, Kimberly Williams, George Newbern, Martin Short, B.D. Wong and Kieran Culkin. It is a remake of the 1950 film  ...more
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  • 11
    Demi Moore, Whoopi Goldberg
    20
    7

    Released1990

    Directed byJerry Zucker

    Ghost is a 1990 American romantic fantasy/crime thriller film starring Patrick Swayze, Demi Moore, Tony Goldwyn, and Whoopi Goldberg. It was written by Bruce Joel Rubin and directed by Jerry Zucker.  ...more
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  • 12
    Demi Moore, Christina Ricci
    15
    3

    Released1995

    Directed byLesli Linka Glatter

    Now and Then is a 1995 American coming-of-age film directed by Lesli Linka Glatter and starring Christina Ricci, Rosie O'Donnell, Thora Birch, Melanie Griffith, Gaby Hoffmann, Demi Moore, Ashleigh  ...more
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  • 13
    Steve Martin, Diane Keaton
    14
    3

    Released1995

    Directed byCharles Shyer

    Father of the Bride Part II is a 1995 comedy film starring Steve Martin, Diane Keaton and Martin Short. The film is a sequel to Father of the Bride and a loose remake of the 1951 film Father's Little  ...more
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  • 14
    Johnny Depp, Willem Dafoe
    11
    3

    Released1990

    Directed byJohn Waters

    Cry-Baby is a 1990 American teen musical romantic comedy film written and directed by John Waters. It stars Johnny Depp as 1950s teen rebel "Cry-Baby" Wade Walker, and also features a large ensemble  ...more
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  • 15
    Hugh Grant, Andie MacDowell
    14
    7

    Released1994

    Directed byMike Newell

    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 cost  ...more
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  • 16
    Jessica Alba, Drew Barrymore
    14
    8

    Released1999

    Directed byRaja Gosnell

    Never Been Kissed is a 1999 romantic comedy film produced by 20th Century Fox and Drew Barrymore's production company, Flower Films, directed by Raja Gosnell and starring Drew Barrymore, David  ...more
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  • 17
    Neve Campbell, Robin Tunney
    14
    9

    Released1996

    Directed byAndrew Fleming

    The Craft is a 1996 American supernatural thriller film directed by Andrew Fleming. A group of four teenage girls (Fairuza Balk, Robin Tunney, Neve Campbell, Rachel True) pursue witchcraft and use  ...more
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  • 18
    Sandra Bullock, Monica Keena
    11
    6

    Released1995

    Directed byJon Turteltaub

    While You Were Sleeping is a 1995 romantic comedy film directed by Jon Turteltaub and written by Daniel G. Sullivan and Frederic Lebow. It stars Sandra Bullock as Lucy, a Chicago Transit Authority  ...more
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  • 19
    Angelina Jolie, Winona Ryder
    15
    11

    Released1999

    Directed byJames Mangold

    Girl, Interrupted is a 1999 American drama film, and an adaptation of Susanna Kaysen's 1993 memoir of the same name. The film chronicles Kaysen's 18-month stay at a mental institution. Directed by  ...more
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  • 20
    Julia Roberts, Patrick Bergin
    10
    4

    Released1991

    Directed byJoseph Ruben

    Sleeping with the Enemy is a 1991 psychological thriller film directed by Joseph Ruben and starring Julia Roberts and Patrick Bergin. The film is based on Nancy Price's 1987 novel of the same name.  ...more
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  • 21
    Annette Bening, Michael J. Fox
    10
    4

    Released1995

    Directed byRob Reiner

    The American President is a 1995 American romantic comedy-drama film directed by Rob Reiner and written by Aaron Sorkin. The film stars Michael Douglas, Annette Bening, Martin Sheen, Michael J. Fox  ...more
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  • 22
    Nicolas Cage, Emily Deschanel
    8
    3

    Released1994

    Directed byAndrew Bergman

    It Could Happen to You is a 1994 American romantic comedy-drama film starring Nicolas Cage and Bridget Fonda. It is the story of New York City police officer who wins the lottery and splits his  ...more
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  • 23
    Sarah Michelle Gellar, Anna Paquin
    20
    19

    Released1999

    Directed byRobert Iscove

    She's All That is a 1999 American teen romantic comedy film directed by Robert Iscove and starring Freddie Prinze, Jr. and Rachael Leigh Cook. It is a modern adaptation of George Bernard Shaw's play  ...more
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  • 24
    Whoopi Goldberg, Angela Bassett
    9
    4

    Released1998

    Directed byKevin Rodney Sullivan

    How Stella Got Her Groove Back is a 1998 romantic comedy film directed by Kevin Rodney Sullivan, adapted from Terry McMillan's bestselling novel of the same title. The film stars Angela Bassett, Taye  ...more
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  • 25
    Mariah Carey, Brooke Shields
    9
    4

    Released1999

    Directed byGary Sinyor

    The Bachelor is a 1999 romantic comedy film directed by Gary Sinyor and written by Steve Cohen. It is a remake of the 1925 film Seven Chances and stars Chris O'Donnell and Renée Zellweger. The film  ...more
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