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The Best Jennifer Coolidge Movies 

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Updated September 23, 2019 387 votes 65 voters 11.8k views 46 items

List Rules Vote for your favorite movies, regardless of critic reviews or how big the role was.

List of the best Jennifer Coolidge movies, ranked best to worst with movie trailers when available. Jennifer Coolidge's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Jennifer Coolidge movies is decided by how many votes they receive, so only highly rated Jennifer Coolidge movies will be at the top of the list. Jennifer Coolidge has been in a lot of films, so people often debate each other over what the greatest Jennifer Coolidge movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Jennifer Coolidge films to end the squabble once and for all.

If you think the best Jennifer Coolidge role isn't at the top, then upvote it so it has the chance to become number one. The greatest Jennifer Coolidge performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

A factual list, featuring films like American Wedding and Best in Show.

"This list answers the questions, "What are the best Jennifer Coolidge movies?" and "What are the greatest Jennifer Coolidge roles of all time?"

Jennifer Coolidge has worked with many famous directors, including big names like John Fortenberry and Werner Herzog.

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1
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Reese Witherspoon, Luke Wilson, Selma Blair

Released: 2001

Directed by: Robert Luketic

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

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#221 of 1,137 The Absolute Funniest Movies Of All Time #246 of 1,646 The Most Rewatchable Movies #6 of 693 The Greatest Chick Flicks Ever Made

2
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Hilary Duff, Jennifer Coolidge, Chad Michael Murray

Released: 2004

Directed by: Mark Rosman

A Cinderella Story is a 2004 American teen romantic comedy film. The film stars Hilary Duff, Chad Michael Murray, Jennifer Coolidge, and Regina King and was directed by Mark Rosman. The film's ...more

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#14 of 693 The Greatest Chick Flicks Ever Made #106 of 355 The Best Rainy Day Movies #30 of 41 The Greatest Live Action Fairy Tale Movies

3
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Alyson Hannigan, Tara Reid, Shannon Elizabeth

Released: 1999

Directed by: Chris Weitz, Paul Weitz

American Pie is a 1999 teen comedy film written by Adam Herz and directed by brothers Paul and Chris Weitz, in their directorial film debut. It is the first film in the American Pie theatrical ...more

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'American Pie' Is A Nightmarish Vision Of Late '90s High School Life #55 of 1,137 The Absolute Funniest Movies Of All Time #290 of 1,646 The Most Rewatchable Movies

4
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Jane Lynch, Jennifer Coolidge, Parker Posey

Released: 2000

Directed by: Christopher Guest

Best in Show is a 2000 American improvisational comedy film written and directed by Christopher Guest. The film follows five entrants in a prestigious dog show and focuses on the slightly ...more

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#142 of 1,137 The Absolute Funniest Movies Of All Time #779 of 1,646 The Most Rewatchable Movies #428 of 693 The Greatest Chick Flicks Ever Made

5
American Pie 2 is listed (or ranked) 5 on the list The Best Jennifer Coolidge Movies
Alyson Hannigan, Tara Reid, Shannon Elizabeth

Released: 2001

Directed by: James B. Rogers

American Pie 2 is a 2001 American comedy film and the sequel to the 1999 film American Pie and the second film in the American Pie film series. It was written by Adam Herz and directed by James ...more

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#279 of 1,137 The Absolute Funniest Movies Of All Time #495 of 1,646 The Most Rewatchable Movies #67 of 158 The Best Movie Sequels Ever Made

6
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Reese Witherspoon, Sally Field, Jennifer Coolidge

Released: 2003

Directed by: Charles Herman-Wurmfeld

Legally Blonde 2: Red, White & Blonde is a 2003 American comedy film directed by Charles Herman-Wurmfeld, and the sequel to the 2001 film. Elle Woods (Reese Witherspoon) heads to Washington, ...more

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#168 of 693 The Greatest Chick Flicks Ever Made #109 of 226 The Worst Sequels Of All Time #62 of 63 Movies You Wish You Could Still Watch for the First Time

7
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Halle Berry, Robin Williams, Amanda Bynes

Released: 2005

Directed by: Chris Wedge, Carlos Saldanha

Robots is a 2005 American computer animated science fiction comedy film produced by Blue Sky Studios for Twentieth Century Fox, and was released theatrically on March 11, 2005. The story was ...more

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#160 of 568 The Best Animated Films Ever #19 of 32 Blockbusters With No Cultural Impact Whatsoever, Ranked #166 of 317 The Best Movies for Kids

8
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Alyson Hannigan, January Jones, Willam Belli

Released: 2003

Directed by: Jesse Dylan

American Wedding is a 2003 American romantic comedy film and a sequel to American Pie and American Pie 2 as part of the American Pie theatrical series. It was written by Adam Herz and directed ...more

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#623 of 1,137 The Absolute Funniest Movies Of All Time #817 of 1,646 The Most Rewatchable Movies #485 of 922 The All-Time Greatest Comedy Films

9
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Meryl Streep, Jim Carrey, Jude Law

Released: 2004

Directed by: Brad Silberling

Lemony Snicket's A Series of Unfortunate Events is a 2004 American fantasy dark comedy film directed by Brad Silberling. It is an adaptation of the first three novels of A Series of Unfortunate ...more

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#165 of 358 The Best Movies Based On Books #443 of 1,137 The Absolute Funniest Movies Of All Timelisted on Every Oscar Winning Film Ever

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Kate Beckinsale, Christopher Walken, David Hasselhoff

Released: 2006

Directed by: Frank Coraci

Click is a 2006 American science fiction comedy-drama film directed by Frank Coraci, written by Steve Koren and Mark O'Keefe, and produced by Adam Sandler, who also starred in the lead role. The ...more

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#262 of 560 The Greatest Guilty Pleasure Movies #410 of 1,137 The Absolute Funniest Movies Of All Time #62 of 276 The Top Tearjerker Movies That Make Men Cry

11
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Natalie Portman, Paris Hilton, Heidi Klum

Released: 2001

Directed by: Ben Stiller

Zoolander is a 2001 American comedy film directed by Ben Stiller and, starring Stiller and Owen Wilson. The film contains elements from a pair of short films directed by Russell Bates and ...more

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#104 of 1,137 The Absolute Funniest Movies Of All Time #377 of 1,646 The Most Rewatchable Movies #412 of 693 The Greatest Chick Flicks Ever Made

12
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Alyson Hannigan, Neil Patrick Harris, Tara Reid

Released: 2012

Directed by: Hayden Schlossberg, Jon Hurwitz

American Reunion is a 2012 ensemble comedy film written and directed by Jon Hurwitz and Hayden Schlossberg. It is the fourth installment in the American Pie theatrical series and eighth ...more

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#595 of 922 The All-Time Greatest Comedy Films #1,165 of 1,646 The Most Rewatchable Movies #726 of 1,137 The Absolute Funniest Movies Of All Time

13
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Jane Lynch, Jennifer Coolidge, Parker Posey

Released: 2003

Directed by: Christopher Guest

A Mighty Wind is a 2003 American mockumentary comedy-drama film about a folk music reunion concert in which three folk bands reunite for a television performance for the first time in decades. ...more

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#61 of 195 The Best Movies About Music #552 of 1,137 The Absolute Funniest Movies Of All Time #620 of 922 The All-Time Greatest Comedy Films

14
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Carmen Electra, Jennifer Coolidge, Lauren Conrad

Released: 2007

Directed by: Aaron Seltzer, Jason Friedberg

Epic Movie is a 2007 American parody film directed and written by Jason Friedberg and Aaron Seltzer and produced by Paul Schiff. It was the first film to be distributed by Regency Enterprises. ...more

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#718 of 922 The All-Time Greatest Comedy Films #2 of 94 The Worst January Movie Releases

15
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Elizabeth Hurley, Heather Graham, Will Ferrell

Released: 1999

Directed by: Jay Roach

Austin Powers: The Spy Who Shagged Me is a 1999 action comedy film and the second film in the Austin Powers series. It is preceded by the original film, Austin Powers: International Man of ...more

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Carmen Electra, Alyson Hannigan, Jennifer Coolidge

Released: 2006

Directed by: Aaron Seltzer, Jason Friedberg

Date Movie is a 2006 American parody film directed by Aaron Seltzer. Much of the story line was based on that of the romantic comedy My Big Fat Greek Wedding and Meet the Fockers. It stars ...more

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#3 of 44 The Worst Movies Released on Valentine's Day #22 of 23 The Best Fat Movies

17
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Sarah Shahi, Sandra Oh, Ricky Gervais

Released: 2006

Directed by: Christopher Guest

For Your Consideration is a 2006 comedy film directed by Christopher Guest. It was co-written by Guest and Eugene Levy, and both also star in the film. The title is a phrase used in trade ...more
18
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Chris Rock, Wanda Sykes, Jennifer Coolidge

Released: 2001

Directed by: Chris Weitz, Paul Weitz

Down to Earth is a 2001 comedy film directed by Chris and Paul Weitz and written by Chris Rock and Louis C.K. It is the third film adaptation based on Harry Segall's stageplay Heaven Can Wait, ...more

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#212 of 629 The Best Black Movies Ever Made, Ranked #27 of 31 The Greatest Comedy Movie Remakes #10 of 32 The Best Movies About Angels

19
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Eva Mendes, Will Ferrell, Jennifer Coolidge

Released: 1998

Directed by: Amy Heckerling, John Fortenberry

A Night at the Roxbury is a 1998 American comedy film based on a recurring skit on television's long-running Saturday Night Live called "The Roxbury Guys". Saturday Night Live regulars ...more

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#574 of 1,137 The Absolute Funniest Movies Of All Time #625 of 922 The All-Time Greatest Comedy Films #60 of 373 The Funniest '90s Movies

20
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Gwyneth Paltrow, Kristen Bell, Chris Rock

Released: 2001

Directed by: Louis C.K.

Pootie Tang is a 2001 American comedy film written and directed by Louis C.K. Adapted from a comedy sketch that first appeared on The Chris Rock Show, the character Pootie Tang is a satire of ...more

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21
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Carmen Electra, Mandy Moore, Willem Dafoe

Released: 2006

Directed by: Paul Weitz

American Dreamz is a 2006 comedy/parody film that satirizes both American politics and popular entertainment. Director/producer/writer Paul Weitz has stated that the movie is meant to satirize ...more
22
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Julia Stiles, Shirley MacLaine, Barbara Eden

Released: 2003

Directed by: Marleen Gorris

Carolina is a 2003 romantic comedy film directed by Marleen Gorris, starring Julia Stiles, Shirley MacLaine, Alessandro Nivola, Mika Boorem, Randy Quaid, and Jennifer Coolidge. Lisa Sheridan has ...more
23
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Jay Leno, Steve Buscemi, John Cleese

Released: 2008

Directed by: Anthony Leondis

Igor is a 2008 American computer animated fantasy comedy film about the stock character Igor who dreams of winning first place at the Evil Science Fair. Produced by Exodus Film Group and ...more
24
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Nia Long, Timothy Olyphant, Jennifer Coolidge

Released: 2000

Directed by: Greg Berlanti

The Broken Hearts Club: A Romantic Comedy is a 2000 American film written and directed by Greg Berlanti. It follows the lives of a group of gay friends in West Hollywood, centered on a ...more

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#67 of 207 The Best R-Rated LGBTQ+ Movies #14 of 89 The Best R-Rated Gay Movies #29 of 347 The Best LGBTQ+ Themed Movies

25
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Nicolas Cage, Eva Mendes, Val Kilmer

Released: 2009

Directed by: Werner Herzog

After Katrina, police sergeant Terence McDonagh rescues a prisoner, hurts his back in the process and earns a promotion to lieutenant plus an addiction. His drug-using prostitute girlfriend, his ...more

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