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The Best Leslie Mann Movies 

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Updated September 23, 2019 670 votes 166 voters 18.1k views 26 items

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

List of the best Leslie Mann movies, ranked best to worst with movie trailers when available. Leslie Mann'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 Leslie Mann movies is decided by how many votes they receive, so only highly rated Leslie Mann movies will be at the top of the list. Leslie Mann has been in a lot of films, so people often debate each other over what the greatest Leslie Mann movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Leslie Mann films to end the squabble once and for all.

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

This list contains films like ParaNorman and 17 Again.

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

Judd Apatow and Dennis Dugan have both worked with Leslie Mann over the years, as have plenty of other well-known directors.

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1
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The Other Woman
2
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Megan Fox, Melissa McCarthy, Paul Rudd

Released: 2012

Directed by: Judd Apatow

This Is 40 is a 2012 American spin-off comedy film written, co-produced and directed by Judd Apatow. It is a stand-alone sequel to the 2007 film Knocked Up and stars Paul Rudd and Leslie Mann. ...more

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#718 of 1,699 The Most Rewatchable Movies #334 of 804 The Greatest Chick Flicks Ever Made #666 of 1,208 The Absolute Funniest Movies Of All Time

3
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Elizabeth Banks, Kat Dennings, Steve Carell

Released: 2005

Directed by: Judd Apatow

The 40-Year-Old Virgin is a 2005 American romantic comedy film written, produced and directed by Judd Apatow, about a middle-aged man's journey to finally lose their virginity. It was co-written ...more

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#30 of 1,027 The All-Time Greatest Comedy Films #262 of 1,699 The Most Rewatchable Movies #36 of 1,208 The Absolute Funniest Movies Of All Time

4
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Zac Efron, Michelle Trachtenberg, Matthew Perry

Released: 2009

Directed by: Burr Steers

17 Again is a 2009 American comedy film directed by Burr Steers. The film follows 37-year-old Mike who becomes a 17-year-old high school student after a chance incident. The film also features ...more

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#80 of 804 The Greatest Chick Flicks Ever Made #9 of 265 The Best Teen Romance Movies #18 of 31 The Funniest Movies About High School

5
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Adam Sandler, Jon Stewart, Steve Buscemi

Released: 1999

Directed by: Dennis Dugan

Big Daddy is a 1999 American comedy film directed by Dennis Dugan and starring Adam Sandler. The film was produced by Robert Simonds and released on June 25, 1999, by Columbia Pictures where it ...more

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#23 of 493 The Funniest '90s Movies #231 of 1,027 The All-Time Greatest Comedy Filmslisted on The 50 Highest Grossing '90s Movies, Ranked

6
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Jessica Alba, Eva Mendes, Katherine Heigl

Released: 2007

Directed by: Judd Apatow

Knocked Up is a 2007 American romantic comedy film co-produced, written, and directed by Judd Apatow. The films stars Seth Rogen, Katherine Heigl, Paul Rudd, and Leslie Mann. It follows the ...more

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#318 of 1,027 The All-Time Greatest Comedy Films #644 of 1,699 The Most Rewatchable Movies #277 of 804 The Greatest Chick Flicks Ever Made

7
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Olivia Wilde, Ryan Reynolds, Jason Bateman

Released: 2011

Directed by: David Dobkin

The Change-Up is a 2011 American comedy film produced and directed by David Dobkin, written by Jon Lucas and Scott Moore, and starring Ryan Reynolds and Jason Bateman. The film was released on ...more
8
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Brendan Fraser, John Cleese, Leslie Mann

Released: 1997

Directed by: Sam Weisman

George of the Jungle is a 1997 American live-action film adaptation of the cartoon of the same name. The film was produced by Walt Disney Pictures with Mandeville Films and originally released ...more

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#189 of 493 The Funniest '90s Movies #272 of 1,027 The All-Time Greatest Comedy Films #368 of 1,208 The Absolute Funniest Movies Of All Time

9
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Anne Hathaway, Jamie Foxx, Jane Lynch

Released: 2011

Directed by: Carlos Saldanha

Rio is a 2011 animated adventure comedy film directed by Carlos Saldanha and written by Don Rhymer.

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#111 of 601 The Best Animated Films Ever #72 of 321 The Best Movies for Kids #52 of 72 The Best CGI Animated Films Ever Made

10
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Jim Carrey, Ben Stiller, Jack Black

Released: 1996

Directed by: Ben Stiller

The Cable Guy is a 1996 American thriller dark comedy film directed by Ben Stiller, who also co-stars in the film, and starring Jim Carrey and Matthew Broderick. The film was released in the ...more

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#66 of 493 The Funniest '90s Movies #407 of 1,027 The All-Time Greatest Comedy Films #230 of 1,208 The Absolute Funniest Movies Of All Time

11
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Owen Wilson, Kevin Hart, Leslie Mann

Released: 2008

Directed by: Steven Brill

Drillbit Taylor is a 2008 comedy film starring Owen Wilson as the eponymous character and based on an original idea by John Hughes. It was directed by Steven Brill and the screenplay was written ...more
12
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Julia Roberts, Oprah Winfrey, Dakota Fanning

Released: 2006

Directed by: Gary Winick

Charlotte's Web is a 2006 American live-action/computer-animated feature film based on the popular book of the same name by E. B. White. It is directed by Gary Winick and produced by Paramount ...more

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13
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Eminem, Adam Sandler, Sarah Silverman

Released: 2009

Directed by: Judd Apatow

Funny People is a 2009 American comedy-drama film written, produced and directed by Judd Apatow, and starring Adam Sandler, Seth Rogen, and Leslie Mann. The film was released on July 31, 2009 in ...more

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#838 of 1,027 The All-Time Greatest Comedy Films #1,062 of 1,208 The Absolute Funniest Movies Of All Time #4 of 16 Movies That Took A Hard Turn And Left Audiences Completely Baffled

14
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Jennifer Aniston, Cameron Diaz, Amanda Peet

Released: 1996

Directed by: Edward Burns

She's the One is a 1996 comedy-drama film, and the second feature film to be written and directed by New York actor and director Edward Burns. It stars Jennifer Aniston and Cameron Diaz, and is ...more

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#345 of 493 The Funniest '90s Movies #341 of 347 Movies with the Best Soundtracks #216 of 302 The Greatest Soundtracks of All Time

15
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Anna Kendrick, John Goodman, Ariel Winter

Released: 2012

Directed by: Sam Fell, Chris Butler

ParaNorman is a 2012 American 3D stop-motion animated horror comedy film produced by Laika, distributed by Focus Features and was released on August 17, 2012. It stars the voices of Kodi ...more

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#300 of 601 The Best Animated Films Ever #265 of 847 The Best Horror Movies Of All Time #259 of 321 The Best Movies for Kids

16
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Jim Carrey, Ewan McGregor, Leslie Mann

Released: 2009

Directed by: John Requa, Glenn Ficarra

I Love You Phillip Morris is a 2009 comedy film based on the 1980s and '90s real-life story of con artist, impostor, and multiple prison escapee Steven Jay Russell, as played by Jim Carrey. ...more

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#18 of 24 The Funniest Movies About Jail #62 of 408 The Best LGBTQ+ Themed Movies #100 of 136 The Best Prison Movies

17
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Salma Hayek, Holly Hunter, Leslie Mann

Released: 2000

Directed by: Mike Figgis

Timecode is a 2000 American experimental film written and directed by Mike Figgis and featuring a large ensemble cast, including Salma Hayek, Stellan Skarsgård, Jeanne Tripplehorn, Suzy ...more
18
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Owen Wilson, James Caan, Leslie Mann

Released: 1996

Directed by: Wes Anderson

Bottle Rocket is a 1996 American comedy film directed by Wes Anderson. It was co-written by Anderson and Owen Wilson. In addition to being Wes Anderson's directorial debut, Bottle Rocket was the ...more

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#392 of 493 The Funniest '90s Movies #694 of 1,208 The Absolute Funniest Movies Of All Time #427 of 548 The Greatest Movies for Guys

19
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Chevy Chase, Ben Stiller, Jack Black

Released: 2002

Directed by: Jake Kasdan

Orange County is a 2002 American comedy film starring Colin Hanks and Jack Black. It was released on January 11, 2002. The movie was distributed by Paramount Pictures and produced by MTV Films ...more

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Celebrities Who Live in Orange County, California #659 of 1,027 The All-Time Greatest Comedy Films #701 of 1,208 The Absolute Funniest Movies Of All Time

20
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Carmen Electra, Mariska Hargitay, Michelle Williams

Released: 2001

Directed by: Michael Rymer, Hunter Carson

Perfume is a 2001 film about the fashion industry in New York City.
21
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Leslie Mann, Megan Mullally, Tom Green

Released: 2002

Directed by: Bruce McCulloch

This film is a 2002 comedy film directed by Canadian filmmaker Bruce McCulloch, about a man who resorts to crime to pay for his niece's Harvard tuition. The film stars Jason Lee and Tom Green. ...more
22
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Bruce Willis, Christopher Walken, Leslie Mann

Released: 1996

Directed by: Walter Hill

Last Man Standing is a 1996 American action thriller film written and directed by Walter Hill and starring Bruce Willis, Christopher Walken and Bruce Dern. It is a credited remake of Akira ...more

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#183 of 395 The Best Western Movies Ever Made #13 of 14 14 Surprisingly Nuanced Bruce Willis Performances #528 of 740 The Greatest Action Movies of All Time

23
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Leslie Mann, Andrew McCarthy, Lili Taylor

Released: 1996

Directed by: Isabel Coixet

Things I Never Told You is a 1996 dramatic comedy written and directed by Isabel Coixet.
24
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Kat Dennings, James Spader, William H. Macy

Released: 2009

Directed by: Robert Rodriguez

Shorts also known as Shorts: The Adventures of the Wishing Rock and Shorts: A Not-So Tall Tale is a 2009 3D American-Emirati live action and computer-animated family comedy fantasy adventure ...more
25
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Kate Bosworth, Leslie Mann, Juno Temple

Released: 2011

Directed by: Elgin James

"Little Birds emanates both a harsh reality and an innocent luster as it explores the vigorous desire to escape one’s home—and the heavy price it can cost. Fifteen-year-old Lily and her ...more