Entertainment

The Funniest Movies of the 2000s  

Ranker Film
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List Rules Top comedies and dramatic comedy films released between January 2000 and December 2009

List of the funniest movies of the 2000s. These titles are the names of the greatest comedy films released in the 2000-2009 range of hilarity. Judd Apatow and Steve Carell struck comedy gold with "The 40-Year-Old Virgin," as he continued when he forgot Sarah Marshall and knocked up Katherine Heigl. Comedies of the 2000s came in the form of the ultra absurd; take a look at the montage scenes in "Wet Hot American Summer." The funniest movies also were indie packages, as was the case with "Little Miss Sunshine," an equally wonderful comedy where Carell couldn't be playing more polar characters. "O Brother, Where Art Thou?" and "Eight Crazy Nights" made millions laugh their butts off, as did comedy films like "Elf" and "Meet The Parents." This list compiles those comedies that landed on the silver screens and changed the landscape for funny movies. Or, they made the list because they were just plain hilarious.

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26
Scary Movie is listed (or ranked) 26 on the list The Funniest Movies of the 2000s
wiabux added Carmen Electra, Anna Faris, Shannon Elizabeth
Scary Movie is a 2000 horror comedy spoof film directed by Keenen Ivory Wayans. It is an American dark comedy that heavily parodies the horror, slasher, and mystery genres. Several mid- and ...more
27
Forgetting Sarah Marshall is listed (or ranked) 27 on the list The Funniest Movies of the 2000s
Mila Kunis, Kristen Bell, Russell Brand
Forgetting Sarah Marshall is a 2008 American romantic comedy-drama film directed by Nicholas Stoller and starring Jason Segel, Kristen Bell, Mila Kunis and Russell Brand. The film, which was ...more
28
Zombieland is listed (or ranked) 28 on the list The Funniest Movies of the 2000s
wiabux added Emma Stone, Amber Heard, Bill Murray
Zombieland is a 2009 American zombie comedy film directed by Ruben Fleischer from a screenplay written by Rhett Reese and Paul Wernick. The film stars Jesse Eisenberg, Woody Harrelson, Emma ...more
29
Borat: Cultural Learnings of A... is listed (or ranked) 29 on the list The Funniest Movies of the 2000s
Pamela Anderson, Sacha Baron Cohen, Alan Keyes
Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan is a 2006 British-American mockumentary comedy film. The film was written and produced by British comedian ...more
30
Super Troopers is listed (or ranked) 30 on the list The Funniest Movies of the 2000s
Lynda Carter, Brian Cox, Jim Gaffigan
Super Troopers is a 2001 comedy film directed by Jay Chandrasekhar, written by and starring the Broken Lizard comedy group. Marisa Coughlan, Daniel von Bargen and Brian Cox co-star while Lynda ...more
31
Waiting... is listed (or ranked) 31 on the list The Funniest Movies of the 2000s
wiabux added Ryan Reynolds, Emmanuelle Chriqui, Anna Faris
Waiting... is a 2005 American comedy film starring Ryan Reynolds, Anna Faris, and Justin Long. It was written and directed by Rob McKittrick. McKittrick wrote the screenplay while working as a ...more
32
Austin Powers: Goldmember is listed (or ranked) 32 on the list The Funniest Movies of the 2000s
Britney Spears, Beyoncé Knowles, Tom Cruise
Austin Powers in Goldmember is a 2002 American spy comedy film. It is the third installment of the Austin Powers film series starring Mike Myers in the title role. The film was directed by Jay ...more
33
Role Models is listed (or ranked) 33 on the list The Funniest Movies of the 2000s
Cablogula added Elizabeth Banks, Louis C.K., Paul Rudd
Role Models is a 2008 American comedy film directed by David Wain about two energy drink salesmen who are ordered to perform 150 hours of community service as punishment for various offenses. ...more
34
Road Trip is listed (or ranked) 34 on the list The Funniest Movies of the 2000s
Amy Smart, Andy Dick, Jimmy Kimmel
Road Trip is a 2000 American road-comedy film written by Todd Phillips and Scot Armstrong and directed by Phillips. The film, featuring an ensemble cast including Breckin Meyer, Seann William ...more
35
Team America: World Police is listed (or ranked) 35 on the list The Funniest Movies of the 2000s
wiabux added Matt Stone, Trey Parker, Maurice LaMarche
Team America: World Police is a 2004 American satirical action comedy film written by Trey Parker, Matt Stone, and Pam Brady and directed by Parker, all of whom are also known for the popular ...more
36
Legally Blonde is listed (or ranked) 36 on the list The Funniest Movies of the 2000s
looksharp added 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
37
Ice Age is listed (or ranked) 37 on the list The Funniest Movies of the 2000s
tristan-england added Jack Black, Ray Romano, Jane Krakowski
Ice Age is a 2002 American computer-animated comedy adventure film directed by Carlos Saldanha and Chris Wedge from a story by Michael J. Wilson. It was produced by Blue Sky Studios and ...more
38
Grandma's Boy is listed (or ranked) 38 on the list The Funniest Movies of the 2000s
Jonah Hill, David Spade, Rob Schneider
Grandma's Boy is a 2006 American comedy stoner film produced by Adam Sandler's production company Happy Madison. The film stars Allen Covert, who also co-wrote and co-produced the film. The film ...more
39
Miss Congeniality is listed (or ranked) 39 on the list The Funniest Movies of 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
40
Snatch is listed (or ranked) 40 on the list The Funniest Movies of the 2000s
Brad Pitt, Benicio del Toro, Vinnie Jones
Snatch is a 2000 comedy film written and directed by Guy Ritchie, featuring an ensemble cast. Set in the London underworld, the film contains two intertwined plots: one dealing with the search ...more
41
I Love You, Man is listed (or ranked) 41 on the list The Funniest Movies of the 2000s
Rashida Jones, Paul Rudd, Jaime Pressly
I Love You, Man is a 2009 American bromantic comedy film originally titled Let's Be Friends and written by Larry Levin before John Hamburg rewrote and directed the film. It stars Paul Rudd and ...more
42
Bad Santa is listed (or ranked) 42 on the list The Funniest Movies of the 2000s
but chickens double d added Lauren Graham, Billy Bob Thornton, Cloris Leachman
Bad Santa is a 2003 American Christmas black comedy film directed by Terry Zwigoff, and starring Billy Bob Thornton, Bernie Mac, and Lauren Graham, with Tony Cox, Brett Kelly, Lauren Tom, and ...more
43
Little Miss Sunshine is listed (or ranked) 43 on the list The Funniest Movies of the 2000s
Steve Carell, Bryan Cranston, Toni Collette
Little Miss Sunshine is a 2006 American comedy-drama road film and the directorial film debut of the husband-wife team of Jonathan Dayton and Valerie Faris. The screenplay was written by ...more
44
O Brother, Where Art Thou? is listed (or ranked) 44 on the list The Funniest Movies of the 2000s
George Clooney, John Goodman, Holly Hunter
O Brother, Where Art Thou? is a 2000 adventure comedy film written, produced, edited, and directed by Joel and Ethan Coen, and starring George Clooney, John Turturro, and Tim Blake Nelson, with ...more
45
Me, Myself & Irene is listed (or ranked) 45 on the list The Funniest Movies of the 2000s
Cablogula added Jim Carrey, Anna Kournikova, Renée Zellweger
Me, Myself & Irene is a 2000 American comedy film directed by the Farrelly brothers, and starring Jim Carrey and Renée Zellweger. Chris Cooper, Robert Forster, Richard Jenkins, Daniel ...more
46
American Pie 2 is listed (or ranked) 46 on the list The Funniest Movies of the 2000s
datrlykewlfreekinguymandood added Alyson Hannigan, Tara Reid, Shannon Elizabeth
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
47
Shallow Hal is listed (or ranked) 47 on the list The Funniest Movies of the 2000s
looksharp added Gwyneth Paltrow, Jack Black, Dolph Ziggler
Shallow Hal is a 2001 romantic comedy film starring Gwyneth Paltrow, Jack Black, and Jason Alexander. It was directed by the Farrelly brothers and filmed in and around Charlotte, North Carolina ...more
48
White Chicks is listed (or ranked) 48 on the list The Funniest Movies of the 2000s
Shawn Wayans, Marlon Wayans, Jaime King
White Chicks is a 2004 American comedy film directed by Keenen Ivory Wayans. FBI agents Kevin (Shawn Wayans) and Marcus Copeland (Marlon Wayans) don whiteface to go undercover as white women in ...more
49
Jay and Silent Bob Strike Back is listed (or ranked) 49 on the list The Funniest Movies of the 2000s
Ben Affleck, Matt Damon, Eliza Dushku
Jay and Silent Bob Strike Back is a 2001 American comedy film directed, written by, and starring Kevin Smith as Silent Bob, the fifth to be set in his View Askewniverse, a growing collection of ...more
50
Kung Fu Panda is listed (or ranked) 50 on the list The Funniest Movies of the 2000s
but chickens double d added Angelina Jolie, Lucy Liu, Dustin Hoffman
Kung Fu Panda is a 2008 American computer-animated action comedy martial arts film produced by DreamWorks Animation and distributed by Paramount Pictures. It was directed by John Stevenson and ...more