Entertainment

The Best Chick Flicks From The 2000s  

Ranker Film
371 votes 18 voters 70 items

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

The decade that saw millennials into their teen years also put out some good chick flicks. This list of the best 2000s chick flick movies has got both comedies and dramas, some of them could even be considered dramedies like Bridget Jones's Diary or Chocolat. Or if you feel like laughing outright, be sure to check out Legally Blonde. You'll find a few celebrities on this list who stepped into the spotlight in the two-thousands as well such as Reese Witherspoon, Ryan Gosling, Rachel McAdams, and Kristen Stewart.

Along with big-name actors and actresses, there are definitely some classics on this list like The NotebookMoulin Rouge!, and Twighlight. Basically, there is a '00s chick flick on this list for whatever mood you're in but which one of these girl movies is the best of the 2000s?

What are your favorite chick flicks from the 2000s? The truth is, you don't really have to decide on just one. You can vote up all your favorite 2000s chick flicks and vote down any of the ones you never want to watch again.

list ordered by
1
Legally Blonde is listed (or ranked) 1 on the list The Best Chick Flicks From The 2000s
Reese Witherspoon, Luke Wilson, Selma Blair
Legally Blonde is a 2001 American comedy film directed by Robert Luketic, based on the novel by Amanda Brown. Sorority girl Elle Woods (Reese Witherspoon) decides to enroll in Harvard Law School ...more
2
Moulin Rouge! is listed (or ranked) 2 on the list The Best Chick Flicks From The 2000s
Nicole Kidman, Ozzy Osbourne, Kylie Minogue
Moulin Rouge! is a 2001 Australian–American pastiche-jukebox musical film directed, produced, and co-written by Baz Luhrmann. It tells the story of a young English poet/writer, Christian, who ...more
3
The Notebook is listed (or ranked) 3 on the list The Best Chick Flicks From The 2000s
Rachel McAdams, Ryan Gosling, James Garner
The Notebook is a 2004 American romantic drama film directed by Nick Cassavetes and based on the novel of the same name by Nicholas Sparks. The film stars Ryan Gosling and Rachel McAdams as a ...more
4
Bridget Jones's Diary is listed (or ranked) 4 on the list The Best Chick Flicks From The 2000s
Renée Zellweger, Hugh Grant, Colin Firth
Bridget Jones's Diary is a 2001 British romantic comedy film directed by Sharon Maguire. It is based on Helen Fielding's novel of the same name which is a reinterpretation of Austen's Pride and ...more
5
A Walk to Remember is listed (or ranked) 5 on the list The Best Chick Flicks From The 2000s
Mandy Moore, Marisa Miller, Daryl Hannah
A Walk to Remember is a 2002 American coming-of-age teen romantic drama based on the 1999 romance novel of the same name by Nicholas Sparks. The film stars Shane West and Mandy Moore, was ...more
6
Charlie's Angels is listed (or ranked) 6 on the list The Best Chick Flicks From The 2000s
Cameron Diaz, Drew Barrymore, Lucy Liu
Charlie's Angels is a 2000 American action comedy film directed by McG, starring Cameron Diaz, Drew Barrymore and Lucy Liu as three women working for a private investigation agency. The film is ...more
7
Bring It On is listed (or ranked) 7 on the list The Best Chick Flicks From The 2000s
Kirsten Dunst, Eliza Dushku, Gabrielle Union
Bring It On is a 2000 American teen comedy film that was directed by Peyton Reed and written by Jessica Bendinger. It was followed by four direct-to-video sequels, none of which contain any of ...more
8
Sweet Home Alabama is listed (or ranked) 8 on the list The Best Chick Flicks From The 2000s
Reese Witherspoon, Matthew McConaughey, Dakota Fanning
Sweet Home Alabama is a 2002 American romantic comedy film directed by Andy Tennant, starring Reese Witherspoon, Josh Lucas, Patrick Dempsey and Candice Bergen. The film was released by ...more
9
My Big Fat Greek Wedding... is listed (or ranked) 9 on the list The Best Chick Flicks From The 2000s
Nia Vardalos, Andrea Martin, Joey Fatone
My Big Fat Greek Wedding is a 2002 Canadian-American romantic comedy film written by and starring Nia Vardalos and directed by Joel Zwick. The film is centered on Fotoula "Toula" ...more
10
Mean Girls is listed (or ranked) 10 on the list The Best Chick Flicks From The 2000s
Lindsay Lohan, Rachel McAdams, Amanda Seyfried
Mean Girls is a 2004 American teen comedy film. Mark Waters directed, and Tina Fey wrote the screenplay, which is based in part on Rosalind Wiseman's non-fiction book Queen Bees and Wannabes, ...more
11
Miss Congeniality is listed (or ranked) 11 on the list The Best Chick Flicks From The 2000s
Sandra Bullock, William Shatner, Michael Caine
Miss Congeniality is a 2000 comedy film directed by Donald Petrie, written by Marc Lawrence, Katie Ford and Caryn Lucas, starring Sandra Bullock, Michael Caine, Benjamin Bratt and Candice
12
How to Lose a Guy in 10 ... is listed (or ranked) 12 on the list The Best Chick Flicks From The 2000s
Kate Hudson, Matthew McConaughey, Bebe Neuwirth
How to Lose a Guy in 10 Days is a 2003 romantic comedy film, directed by Donald Petrie, starring Kate Hudson and Matthew McConaughey. It is based on a short cartoon book of the same name by ...more
13
The Wedding Planner is listed (or ranked) 13 on the list The Best Chick Flicks From The 2000s
Jennifer Lopez, Matthew McConaughey, Judy Greer
The Wedding Planner is a 2001 romantic comedy film directed by Adam Shankman, written by Michael Ellis and Pamela Falk, and starring Jennifer Lopez and Matthew McConaughey.
14
Save the Last Dance is listed (or ranked) 14 on the list The Best Chick Flicks From The 2000s
Kerry Washington, Julia Stiles, Bianca Lawson
Save the Last Dance is a 2001 American film produced by MTV Films, directed by Thomas Carter and released by Paramount Pictures on January 12, 2001. The film stars Julia Stiles and Sean Patrick ...more
15
Coyote Ugly is listed (or ranked) 15 on the list The Best Chick Flicks From The 2000s
Tyra Banks, John Goodman, Maria Bello
Coyote Ugly is a 2000 romantic comedy-drama based on the actual Coyote Ugly Saloon, set in New York City. The film stars Piper Perabo and Adam Garcia. It was directed by David McNally, produced ...more
16
Twilight is listed (or ranked) 16 on the list The Best Chick Flicks From The 2000s
Kristen Stewart, Ashley Greene, Anna Kendrick
Twilight is a 2008 American vampire romance film based on Stephenie Meyer's popular novel of the same name. Directed by Catherine Hardwicke, the film stars Kristen Stewart and Robert Pattinson. ...more
17
Divine Secrets of the Ya... is listed (or ranked) 17 on the list The Best Chick Flicks From The 2000s
Sandra Bullock, Ashley Judd, Maggie Smith
Divine Secrets of the Ya-Ya Sisterhood is a 2002 American comedy-drama film starring an ensemble cast headed by Sandra Bullock, directed and written by Callie Khouri. It is based on Rebecca ...more
18
Pride & Prejudice is listed (or ranked) 18 on the list The Best Chick Flicks From The 2000s
Keira Knightley, Carey Mulligan, Judi Dench
Pride & Prejudice is a 2005 British romance film directed by Joe Wright and based on Jane Austen's novel of the same name, published in 1813. The film depicts five sisters from an English ...more
19
The Princess Diaries is listed (or ranked) 19 on the list The Best Chick Flicks From The 2000s
Anne Hathaway, Mandy Moore, Julie Andrews
The Princess Diaries is a 2001 American comedy film produced by singer and actress Whitney Houston and directed by Garry Marshall. It is based on Meg Cabot's 2000 novel of the same name. The ...more
20
Love Actually is listed (or ranked) 20 on the list The Best Chick Flicks From The 2000s
Keira Knightley, Elisha Cuthbert, Liam Neeson
Love Actually is a 2003 British Christmas-themed romantic comedy film written and directed by Richard Curtis. The screenplay delves into different aspects of love as shown through ten separate ...more
21
The Lake House is listed (or ranked) 21 on the list The Best Chick Flicks From The 2000s
Sandra Bullock, Keanu Reeves, Christopher Plummer
The Lake House is a 2006 American romantic drama directed by Alejandro Agresti and starring Keanu Reeves, Sandra Bullock and Christopher Plummer. It was written by David Auburn. The film is a ...more
22
Sex and the City is listed (or ranked) 22 on the list The Best Chick Flicks From The 2000s
Sarah Jessica Parker, Jennifer Hudson, Kim Cattrall
This film is a 2008 American blue romantic comedy film written and directed by Michael Patrick King, and a film adaptation of the HBO comedy series of the same name about four female friends: ...more
23
Bend It like Beckham is listed (or ranked) 23 on the list The Best Chick Flicks From The 2000s
Keira Knightley, Jonathan Rhys Meyers, Anupam Kher
Bend It like Beckham is a 2002 British comedy-drama film starring Parminder Nagra, Keira Knightley, Jonathan Rhys Meyers, Anupam Kher, Shaznay Lewis and Archie Panjabi, first released in the ...more
24
Chocolat is listed (or ranked) 24 on the list The Best Chick Flicks From The 2000s
Johnny Depp, Judi Dench, Alfred Molina
Chocolat is a 2000 American-British romantic drama film based on the novel of the same name by Joanne Harris, and was directed by Lasse Hallström. Adapted by screenwriter Robert Nelson ...more
25
P.S. I Love You is listed (or ranked) 25 on the list The Best Chick Flicks From The 2000s
Gerard Butler, Hilary Swank, Judy Garland
P.S. I Love You is a 2007 American drama film directed by Richard LaGravenese. The screenplay by LaGravenese and Steven Rogers is based on the 2004 novel of the same name by Cecelia Ahern. It ...more