Watchworthy

The Best Chick Flicks From The '90s 

Ranker Film
Updated November 27, 2019 212 votes 18 voters 41 items

List Rules Vote 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.

Data-driven recommendations based on voting from over 40 million monthly visits to Ranker. Try the free app
list ordered by
1
Titanic is listed (or ranked) 1 on the list The Best Chick Flicks From The '90s
Leonardo DiCaprio, Kate Winslet, Kathy Bates

Released: 1997

Directed by: James 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
2
Pretty Woman is listed (or ranked) 2 on the list The Best Chick Flicks From The '90s
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
3
Ghost is listed (or ranked) 3 on the list The Best Chick Flicks From The '90s
Demi Moore, Whoopi Goldberg, Patrick Swayze

Released: 1990

Directed by: Jerry 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 ...more
4
Jerry Maguire is listed (or ranked) 4 on the list The Best Chick Flicks From The '90s
Tom Cruise, Lucy Liu, Renée Zellweger

Released: 1996

Directed by: Cameron Crowe

Jerry Maguire is a 1996 American romantic comedy-drama sports film written, produced and directed by Cameron Crowe, and stars Tom Cruise, Cuba Gooding Jr. and Renée Zellweger. It was ...more
5
A League of Their Own is listed (or ranked) 5 on the list The Best Chick Flicks From The '90s
Madonna, Tom Hanks, Rosie O'Donnell

Released: 1992

Directed by: Penny Marshall

A League of Their Own is a 1992 American comedy-drama film that tells a fictionalized account of the real-life All-American Girls Professional Baseball League. Directed by Penny Marshall, the ...more
6
Notting Hill is listed (or ranked) 6 on the list The Best Chick Flicks From The '90s
Julia Roberts, Alec Baldwin, Mischa Barton

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
7
Father of the Bride is listed (or ranked) 7 on the list The Best Chick Flicks From The '90s
Steve Martin, Diane Keaton, Martin Short

Released: 1991

Directed by: Charles 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 ...more
8
Clueless is listed (or ranked) 8 on the list The Best Chick Flicks From The '90s
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
9
The Craft is listed (or ranked) 9 on the list The Best Chick Flicks From The '90s
Neve Campbell, Robin Tunney, Christine Taylor

Released: 1996

Directed by: Andrew 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 ...more
10
10 Things I Hate About Y... is listed (or ranked) 10 on the list The Best Chick Flicks From The '90s
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
11
Girl, Interrupted is listed (or ranked) 11 on the list The Best Chick Flicks From The '90s
Angelina Jolie, Winona Ryder, Whoopi Goldberg

Released: 1999

Directed by: James 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 ...more
12
Four Weddings and a Fune... is listed (or ranked) 12 on the list The Best Chick Flicks From The '90s
Hugh Grant, Andie MacDowell, Rowan Atkinson

Released: 1994

Directed by: Mike 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 ...more
13
My Best Friend's Wedding... is listed (or ranked) 13 on the list The Best Chick Flicks From The '90s
Julia Roberts, Dermot Mulroney, Rupert Everett

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
14
She's All That is listed (or ranked) 14 on the list The Best Chick Flicks From The '90s
Sarah Michelle Gellar, Anna Paquin, Lil' Kim

Released: 1999

Directed by: Robert 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 ...more
15
French Kiss is listed (or ranked) 15 on the list The Best Chick Flicks From The '90s
Meg Ryan, Kevin Kline, Jean Reno

Released: 1995

Directed by: Lawrence 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
16
Kate & Leopold is listed (or ranked) 16 on the list The Best Chick Flicks From The '90s
Hugh Jackman, Meg Ryan, Liev Schreiber

Released: 2001

Directed by: James Mangold

Kate & Leopold is a 2001 romantic-comedy fantasy that tells a story of a duke who travels through time from New York in 1876 to the present and falls in love with a woman in modern New York. ...more
17
While You Were Sleeping ... is listed (or ranked) 17 on the list The Best Chick Flicks From The '90s
Sandra Bullock, Monica Keena, Bill Pullman

Released: 1995

Directed by: Jon 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 ...more
18
Never Been Kissed is listed (or ranked) 18 on the list The Best Chick Flicks From The '90s
Jessica Alba, Drew Barrymore, James Franco

Released: 1999

Directed by: Raja 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
19
Prelude to a Kiss is listed (or ranked) 19 on the list The Best Chick Flicks From The '90s
Meg Ryan, Alec Baldwin, Kathy Bates

Released: 1992

Directed by: Norman René

Prelude to a Kiss is a 1992 American romantic fantasy film directed by Norman René and starring Alec Baldwin, Meg Ryan and Sydney Walker. The screenplay by Craig Lucas is based on his ...more
20
Addicted to Love is listed (or ranked) 20 on the list The Best Chick Flicks From The '90s
Meg Ryan, Matthew Broderick, Kelly Preston

Released: 1997

Directed by: Griffin Dunne

Addicted to Love is a 1997 American romantic comedy film directed by Griffin Dunne, starring Meg Ryan, Matthew Broderick, Tchéky Karyo, and Kelly Preston. The movie's title is based on ...more
21
Cruel Intentions is listed (or ranked) 21 on the list The Best Chick Flicks From The '90s
Reese Witherspoon, Sarah Michelle Gellar, Tara Reid

Released: 1999

Directed by: Roger Kumble

Cruel Intentions is a 1999 American drama film starring Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, and Selma Blair. The film is an adaptation of Les Liaisons dangereuses, written ...more
22
Cry-Baby is listed (or ranked) 22 on the list The Best Chick Flicks From The '90s
Johnny Depp, Willem Dafoe, Iggy Pop

Released: 1990

Directed by: John 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 ...more
23
Emma is listed (or ranked) 23 on the list The Best Chick Flicks From The '90s
Gwyneth Paltrow, Ewan McGregor, Toni Collette

Released: 1996

Directed by: Douglas McGrath

Emma is a 1996 period film based on the novel of the same name by Jane Austen. Directed by Douglas McGrath, the film stars Gwyneth Paltrow, Alan Cumming, Toni Collette, Ewan McGregor, and Jeremy ...more
24
Ever After is listed (or ranked) 24 on the list The Best Chick Flicks From The '90s
Drew Barrymore, Anjelica Huston, Dougray Scott

Released: 1998

Directed by: Andy 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
25
Father of the Bride Part... is listed (or ranked) 25 on the list The Best Chick Flicks From The '90s
Steve Martin, Diane Keaton, Martin Short

Released: 1995

Directed by: Charles 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 ...more