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The Best Chick Flicks From The '90s

Updated November 27, 2019 330 votes 19 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
    Titanic is listed (or ranked) 1 on the list The Best Chick Flicks From The '90s
    20
    1

    Titanic

    Leonardo DiCaprio, Kate Winslet

    Released1997

    Directed byJames Cameron

    Titanic is a 1997 American epic romance and disaster film directed by James Cameron. A... more on Wikipediaamazon_watch buy button
  • 2
    Pretty Woman is listed (or ranked) 2 on the list The Best Chick Flicks From The '90s
    17
    1

    Pretty Woman

    Julia Roberts, Richard Gere

    Released1990

    Directed byGarry Marshall

    Pretty Woman is a 1990 American romantic comedy film directed by Garry Marshall. A... more on Wikipediaamazon_watch buy button
  • 3
    Ghost is listed (or ranked) 3 on the list The Best Chick Flicks From The '90s
    14
    2

    Ghost

    Demi Moore, Whoopi Goldberg

    Released1990

    Directed byJerry Zucker

    Ghost is a 1990 American romantic fantasy/crime thriller film starring Patrick Swayze, Demi... more on Wikipediaamazon_watch buy button
  • 4
    Jerry Maguire is listed (or ranked) 4 on the list The Best Chick Flicks From The '90s
    14
    2

    Jerry Maguire

    Tom Cruise, Lucy Liu

    Released1996

    Directed byCameron Crowe

    Jerry Maguire is a 1996 American romantic comedy-drama sports film written, produced and... more on Wikipediaamazon_watch buy button
  • 5
    A League of Their Own is listed (or ranked) 5 on the list The Best Chick Flicks From The '90s
    14
    5

    A League of Their Own

    Madonna, Tom Hanks

    Released1992

    Directed byPenny Marshall

    A League of Their Own is a 1992 American comedy-drama film that tells a fictionalized account... more on Wikipediaamazon_watch buy button
  • 6
    Notting Hill is listed (or ranked) 6 on the list The Best Chick Flicks From The '90s
    12
    4

    Notting Hill

    Julia Roberts, Alec Baldwin

    Released1999

    Directed byRoger Michell

    Notting Hill is a 1999 British romantic comedy film set in Notting Hill, London, released on... more on Wikipediaamazon_watch buy button
  • 7
    Father of the Bride is listed (or ranked) 7 on the list The Best Chick Flicks From The '90s
    11
    2

    Father of the Bride

    Steve Martin, Diane Keaton

    Released1991

    Directed byCharles Shyer

    Father of the Bride is a 1991 American comedy film starring Steve Martin, Diane Keaton,... more on Wikipediaamazon_watch buy button
  • 8
    Clueless is listed (or ranked) 8 on the list The Best Chick Flicks From The '90s
    10
    1

    Clueless

    Alicia Silverstone, Brittany Murphy

    Released1995

    Directed byAmy Heckerling

    Clueless is a 1995 American comedy film loosely based on Jane Austen's 1815 novel Emma. It... more on Wikipediaamazon_watch buy button
  • 9
    The Craft is listed (or ranked) 9 on the list The Best Chick Flicks From The '90s
    10
    1

    The Craft

    Neve Campbell, Robin Tunney

    Released1996

    Directed byAndrew Fleming

    The Craft is a 1996 American supernatural thriller film directed by Andrew Fleming. A group of... more on Wikipediaamazon_watch buy button
  • 10
    10 Things I Hate About You is listed (or ranked) 10 on the list The Best Chick Flicks From The '90s
    11
    4

    10 Things I Hate About You

    Joseph Gordon-Levitt, Gabrielle Union

    Released1999

    Directed byGil Junger

    10 Things I Hate About You is a 1999 American romantic comedy film directed by Gil Junger, and... more on Wikipediaamazon_watch buy button
  • 11
    Girl, Interrupted is listed (or ranked) 11 on the list The Best Chick Flicks From The '90s
    10
    2

    Girl, Interrupted

    Angelina Jolie, Winona Ryder

    Released1999

    Directed byJames Mangold

    Girl, Interrupted is a 1999 American drama film, and an adaptation of Susanna Kaysen's 1993... more on Wikipediaamazon_watch buy button
  • 12
    Now and Then is listed (or ranked) 12 on the list The Best Chick Flicks From The '90s
    7
    0

    Now and Then

    Demi Moore, Christina Ricci

    Released1995

    Directed byLesli Linka Glatter

    Now and Then is a 1995 American coming-of-age film directed by Lesli Linka Glatter and... more on Wikipediaamazon_watch buy button
  • 13
    Four Weddings and a Funeral is listed (or ranked) 13 on the list The Best Chick Flicks From The '90s
    10
    4

    Four Weddings and a Funeral

    Hugh Grant, Andie MacDowell

    Released1994

    Directed byMike Newell

    This film is a 1994 British romantic comedy film directed by Mike Newell. It was the first of... more on Wikipediaamazon_watch buy button
  • 14
    My Best Friend's Wedding is listed (or ranked) 14 on the list The Best Chick Flicks From The '90s
    10
    4

    My Best Friend's Wedding

    Julia Roberts, Dermot Mulroney

    Released1997

    Directed byP. J. Hogan

    My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan. When... more on Wikipediaamazon_watch buy button
  • 15
    She's All That is listed (or ranked) 15 on the list The Best Chick Flicks From The '90s
    10
    4

    She's All That

    Sarah Michelle Gellar, Anna Paquin

    Released1999

    Directed byRobert Iscove

    She's All That is a 1999 American teen romantic comedy film directed by Robert Iscove and... more on Wikipediaamazon_watch buy button
  • 16
    French Kiss is listed (or ranked) 16 on the list The Best Chick Flicks From The '90s
    11
    7

    French Kiss

    Meg Ryan, Kevin Kline

    Released1995

    Directed byLawrence Kasdan

    French Kiss is a 1995 American romantic comedy film directed by Lawrence Kasdan and starring... more on Wikipediaamazon_watch buy button
  • 17
    Sleepless in Seattle is listed (or ranked) 17 on the list The Best Chick Flicks From The '90s
    5
    1

    Sleepless in Seattle

    Tom Hanks, Meg Ryan

    Released1993

    Directed byNora Ephron

    Sleepless in Seattle is a 1993 American romantic comedy-drama film directed and co-written by... more on Wikipediaamazon_watch buy button
  • 18
    Cry-Baby is listed (or ranked) 18 on the list The Best Chick Flicks From The '90s
    5
    0

    Cry-Baby

    Johnny Depp, Willem Dafoe

    Released1990

    Directed byJohn Waters

    Cry-Baby is a 1990 American teen musical romantic comedy film written and directed by John... more on Wikipediaamazon_watch buy button
  • 19
    Kate & Leopold is listed (or ranked) 19 on the list The Best Chick Flicks From The '90s
    5
    2

    Kate & Leopold

    Hugh Jackman, Meg Ryan

    Released2001

    Directed byJames Mangold

    Kate & Leopold is a 2001 romantic-comedy fantasy that tells a story of a duke who travels... more on Wikipediaamazon_watch buy button
  • 20
    While You Were Sleeping is listed (or ranked) 20 on the list The Best Chick Flicks From The '90s
    5
    2

    While You Were Sleeping

    Sandra Bullock, Monica Keena

    Released1995

    Directed byJon Turteltaub

    While You Were Sleeping is a 1995 romantic comedy film directed by Jon Turteltaub and written... more on Wikipediaamazon_watch buy button
  • 21
    Cruel Intentions is listed (or ranked) 21 on the list The Best Chick Flicks From The '90s
    4
    0

    Cruel Intentions

    Reese Witherspoon, Sarah Michelle Gellar

    Released1999

    Directed byRoger Kumble

    Cruel Intentions is a 1999 American drama film starring Sarah Michelle Gellar, Ryan Phillippe,... more on Wikipediaamazon_watch buy button
  • 22
    Practical Magic is listed (or ranked) 22 on the list The Best Chick Flicks From The '90s
    4
    0

    Practical Magic

    Nicole Kidman, Sandra Bullock

    Released1998

    Directed byGriffin Dunne

    Practical Magic is a 1998 American romantic comedy film based on the 1995 novel of the same... more on Wikipediaamazon_watch buy button
  • 23
    It Could Happen to You is listed (or ranked) 23 on the list The Best Chick Flicks From The '90s
    4
    1

    It Could Happen to You

    Nicolas Cage, Emily Deschanel

    Released1994

    Directed byAndrew Bergman

    It Could Happen to You is a 1994 American romantic comedy-drama film starring Nicolas Cage and... more on Wikipediaamazon_watch buy button
  • 24
    You've Got Mail is listed (or ranked) 24 on the list The Best Chick Flicks From The '90s
    4
    1

    You've Got Mail

    Tom Hanks, Meg Ryan

    Released1998

    Directed byNora Ephron

    You've Got Mail is a 1998 American romantic comedy-drama film directed by Nora Ephron,... more on Wikipediaamazon_watch buy button
  • 25
    Father of the Bride Part II is listed (or ranked) 25 on the list The Best Chick Flicks From The '90s
    2
    0

    Father of the Bride Part II

    Steve Martin, Diane Keaton

    Released1995

    Directed byCharles Shyer

    Father of the Bride Part II is a 1995 comedy film starring Steve Martin, Diane Keaton and... more on Wikipediaamazon_watch buy button
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