• Entertainment

The Best Chick Flicks From The '90s

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.

  • 1
    Joseph Gordon-Levitt, Gabrielle Union
    44
    4

    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

    Pretty Woman

    Richard Gere, Julia Roberts
    33
    4

    Released1990

    Directed byGarry Marshall

    Runtime125

    AdvisoriesAdult Language, Adult Situations

    In this modern update on Cinderella, a prostitute and a wealthy businessman fall hard for one another, forming an unlikely pair. While on a business trip in L.A., Edward (Richard Gere), who makes a  ...more
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  • 3

    Titanic

    Leonardo DiCaprio, Kate Winslet
    32
    4

    Released1997

    Directed byJames Cameron

    Runtime195

    AdvisoriesAdult Language, Adult Situations, Nudity, Violence

    PremieredDecember 19, 1997

    James Cameron's "Titanic" is an epic, action-packed romance set against the ill-fated maiden voyage of the R.M.S. Titanic; the pride and joy of the White Star Line and, at the time, the largest  ...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

    Stepmom

    Julia Roberts, Susan Sarandon
    25
    3

    Released1998

    Directed byChris Columbus

    Runtime124

    AdvisoriesAdult Language

    Three years after divorcing Jackie (Susan Sarandon), the mother of his children, Luke Harrison (Ed Harris) decides to take the next step with his significantly younger girlfriend, fashion  ...more
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  • 6
    Alicia Silverstone, Stacey Dash
    24
    4

    Released1995

    Directed byAmy Heckerling

    Runtime97

    AdvisoriesAdult Language, Adult Situations

    PremieredJuly 19, 1995

    Shallow, rich and socially successful Cher (Alicia Silverstone) is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into  ...more
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  • 7

    Practical Magic

    Sandra Bullock, Nicole Kidman
    21
    1

    Released1998

    Directed byGriffin Dunne

    Runtime105

    AdvisoriesAdult Situations, Mild Violence

    PremieredOctober 16, 1998

    Sally (Sandra Bullock) and Gillian Owens (Nicole Kidman), born into a magical family, have mostly avoided witchcraft themselves. But when Gillian's vicious boyfriend, Jimmy Angelov (Goran Visnjic),  ...more
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  • 8

    The First Wives Club

    Goldie Hawn, Bette Midler
    23
    4

    Released1996

    Directed byHugh Wilson

    Runtime102

    AdvisoriesAdult Language, Adult Situations

    PremieredSeptember 20, 1996

    Despondent over the marriage of her ex-husband to a younger woman, a middle-aged divorcée plunges to her death from her penthouse. At the woman's funeral, her former college friends (Bette Midler,  ...more
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  • 9

    French Kiss

    Meg Ryan, Kevin Kline
    22
    8

    Released1995

    Directed byLawrence Kasdan

    Runtime111

    AdvisoriesAdult Language, Adult Situations

    PremieredMay 5, 1995

    When Kate (Meg Ryan) learns that her fiance, Charlie (Timothy Hutton), has become smitten with a young Parisian woman, she boards a plane for France. She is seated next to Luc (Kevin Kline), a  ...more
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  • 10
    Steve Martin, Diane Keaton
    19
    6

    Released1991

    Directed byCharles Shyer

    Runtime105

    AdvisoriesAdult Situations

    PremieredSeptember 20, 1991

    George Banks (Steve Martin) and his wife, Nina (Diane Keaton), are the proud parents of Annie (Kimberly Williams), but when she returns from studying abroad and announces that she's engaged, their  ...more
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  • 11

    Ghost

    Patrick Swayze, Demi Moore
    19
    7

    Released1990

    Directed byJerry Zucker

    Runtime127

    AdvisoriesAdult Language, Adult Situations, Violence

    PremieredJuly 13, 1990

    Sam Wheat (Patrick Swayze) is a banker, Molly Jensen (Demi Moore) is an artist, and the two are madly in love. However, when Sam is murdered by friend and corrupt business partner Carl Bruner (Tony  ...more
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  • 12

    Now and Then

    Christina Ricci, Thora Birch
    15
    3

    Released1995

    Directed byLesli Linka Glatter

    Runtime96

    AdvisoriesAdult Language

    PremieredOctober 20, 1995

    Three strong women -- Roberta Martin (Rosie O'Donnell), Samantha Albertson (Demi Moore) and Tina "Teeny" Tercell (Melanie Griffith) -- return home to reunite with their childhood friend Chrissy  ...more
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  • 13
    Steve Martin, Diane Keaton
    14
    3

    Released1995

    Directed byCharles Shyer

    Runtime106

    AdvisoriesAdult Language, Adult Situations

    Just when George Banks (Steve Martin) has gotten used to his daughter, Annie (Kimberly Williams), being married, she announces that she's pregnant, making him an impending grandfather. Shaken by  ...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

    Four Weddings and a Funeral

    Hugh Grant, Andie MacDowell
    14
    7

    Released1994

    Directed byMike Newell

    Runtime116

    AdvisoriesAdult Language, Adult Situations

    PremieredMarch 9, 1994

    Lovable Englishman Charles (Hugh Grant) and his group of friends seem to be unlucky in love. When Charles meets a beautiful American named Carrie (Andie MacDowell) at a wedding, he thinks his luck  ...more
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  • 16

    Never Been Kissed

    Drew Barrymore, David Arquette
    14
    8

    Released1999

    Directed byRaja Gosnell

    Runtime107

    AdvisoriesAdult Language, Adult Situations

    PremieredApril 9, 1999

    Josie Geller (Drew Barrymore), a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her  ...more
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  • 17

    The Craft

    Robin Tunney, Fairuza Balk
    14
    9

    Released1996

    Directed byAndrew Fleming

    Runtime100

    AdvisoriesAdult Language, Adult Situations, Violence

    PremieredMay 3, 1996

    After transferring to a Los Angeles high school, Sarah (Robin Tunney) finds that her telekinetic gift appeals to a group of three wannabe witches, who happen to be seeking a fourth member for their  ...more
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  • 18

    While You Were Sleeping

    Sandra Bullock, Bill Pullman
    11
    6

    Released1995

    Directed byJon Turteltaub

    Runtime103

    AdvisoriesAdult Language

    Lonely transit worker Lucy Eleanor Moderatz (Sandra Bullock) pulls her longtime crush, Peter (Peter Gallagher), from the path of an oncoming train. At the hospital, doctors report that he's in a  ...more
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  • 19

    Girl, Interrupted

    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

    Sleeping with the Enemy

    Julia Roberts, Patrick Bergin
    10
    4

    Released1991

    Directed byJoseph Ruben

    Runtime99

    AdvisoriesAdult Language, Adult Situations, Violence

    PremieredFebruary 8, 1991

    After faking her death in order to flee from her violent husband, Martin (Patrick Bergin), Laura Burney (Julia Roberts) leaves Cape Cod and moves to Iowa, where she adopts a new identity and starts  ...more
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  • 21

    The American President

    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

    It Could Happen to You

    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

    She's All That

    Freddie Prinze, Rachael Leigh Cook
    20
    19

    Released1999

    Directed byRobert Iscove

    Runtime91

    AdvisoriesAdult Language, Adult Situations

    PremieredJanuary 29, 1999

    High school hotshot Zach Siler (Freddie Prinze Jr.) is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor (Jodi Lyn O'Keefe), leaves him for sleazy  ...more
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  • 24

    How Stella Got Her Groove Back

    Angela Bassett, Taye Diggs
    8
    4

    Released1998

    Directed byKevin Rodney Sullivan

    Runtime124

    AdvisoriesAdult Language, Adult Situations

    PremieredAugust 14, 1998

    Unlucky-in-love stockbroker Stella (Angela Bassett) jets to Jamaica with her gal pal Delilah (Whoopi Goldberg) for some fun in the sun. There, the 40-year-old working woman has an island fling with  ...more
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  • 25

    The Bachelor

    Mariah Carey, Brooke Shields
    8
    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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