entertainment The Funniest Movies of the 2000s  

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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.

list ordered by

1
445 241
Step Brothers is listed (or ranked) 1 on the list The Funniest Movies of the 2000s
wiabux added Step Brothers Will Ferrell, Seth Rogen, Mary Steenburgen Step Brothers is a 2008 American buddy slapstick comedy film starring Will Ferrell and John C. Reilly. The screenplay was written by Will Ferrell and Adam McKay, from a story written by them ...more

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2
442 287
Superbad is listed (or ranked) 2 on the list The Funniest Movies of the 2000s
Superbad Emma Stone, Seth Rogen, Jonah Hill Superbad is a 2007 American teen comedy film directed by Greg Mottola and starring Jonah Hill and Michael Cera. The film was written by Seth Rogen and Evan Goldberg, who began working on the ...more

3
481 261
The Hangover is listed (or ranked) 3 on the list The Funniest Movies of the 2000s
The Hangover Mike Tyson, Bradley Cooper, Heather Graham The Hangover is a 2009 American comedy film, co-produced and directed by Todd Phillips and written by Jon Lucas and Scott Moore. It is the first film of The Hangover trilogy. The film stars ...more

4
391 242
Wedding Crashers is listed (or ranked) 4 on the list The Funniest Movies of the 2000s
Wedding Crashers Rachel McAdams, Bradley Cooper, Isla Fisher Wedding Crashers is a 2005 American romantic comedy film directed by David Dobkin. It stars Owen Wilson, Vince Vaughn, and Christopher Walken. Will Ferrell also has a notable cameo appearance. ...more

5
368 230
DodgeBall: A True Underdog Sto... is listed (or ranked) 5 on the list The Funniest Movies of the 2000s
wiabux added DodgeBall: A True Underdog Story Ben Stiller, Chuck Norris, Vince Vaughn DodgeBall: A True Underdog Story, commonly referred to as DodgeBall, is a 2004 American sports comedy film produced by 20th Century Fox and Red Hour Productions, written and directed by Rawson ...more

6
414 246
Shrek is listed (or ranked) 6 on the list The Funniest Movies of the 2000s
Shrek Cameron Diaz, Eddie Murphy, Mike Myers Shrek is a 2001 American computer-animated fantasy-comedy film produced by PDI/DreamWorks, released by DreamWorks Pictures, directed by Andrew Adamson and Vicky Jenson, featuring the voices of ...more

7
398 209
Elf is listed (or ranked) 7 on the list The Funniest Movies of the 2000s
Elf Zooey Deschanel, Will Ferrell, Peter Dinklage Elf is a 2003 American Christmas comedy film directed by Jon Favreau and written by David Berenbaum. It stars Will Ferrell, James Caan, Bob Newhart, Ed Asner, and Zooey Deschanel. It was ...more

8
396 234
Anchorman: The Legend of Ron B... is listed (or ranked) 8 on the list The Funniest Movies of the 2000s
Anchorman: The Legend of Ron Burgundy Christina Applegate, Will Ferrell, Ben Stiller Anchorman: The Legend of Ron Burgundy, or simply Anchorman, is a 2004 comedy film directed by Adam McKay, produced by Judd Apatow, starring Will Ferrell, and written by McKay and Ferrell. The ...more

9
329 184
Old School is listed (or ranked) 9 on the list The Funniest Movies of the 2000s
Old School Elisha Cuthbert, Snoop Dogg, Will Ferrell Old School is a 2003 American comedy film released by DreamWorks Pictures and The Montecito Picture Company and directed by Todd Phillips. The story was written by Court Crandall, and the film ...more

10
382 191
The 40-Year-Old Virgin is listed (or ranked) 10 on the list The Funniest Movies of the 2000s
The 40-Year-Old Virgin Elizabeth Banks, Kat Dennings, Steve Carell 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 have sex. It was co-written by its ...more

11
293 257
Tropic Thunder is listed (or ranked) 11 on the list The Funniest Movies of the 2000s
wiabux added Tropic Thunder Tom Cruise, Jennifer Love Hewitt, Robert Downey Jr. Tropic Thunder is a 2008 American action satire comedy film written, produced and directed by Ben Stiller.

12
261 211
School of Rock is listed (or ranked) 12 on the list The Funniest Movies of the 2000s
WarrenMitchell added School of Rock Sarah Silverman, Jack Black, Miranda Cosgrove School of Rock is a 2003 American comedy film directed by Richard Linklater, written by Mike White, and starring Jack Black. The main plot follows struggling rock singer and guitarist, Dewey ...more

13
387 189
Meet the Parents is listed (or ranked) 13 on the list The Funniest Movies of the 2000s
Meet the Parents Robert De Niro, Ben Stiller, Owen Wilson Meet the Parents is a 2000 American comedy film written by Jim Herzfeld and John Hamburg and directed by Jay Roach. Starring Robert De Niro and Ben Stiller, the film chronicles a series of ...more

14
322 191
Mean Girls is listed (or ranked) 14 on the list The Funniest Movies of the 2000s
Mean Girls 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

15
327 214
Bruce Almighty is listed (or ranked) 15 on the list The Funniest Movies of the 2000s
Bruce Almighty Jennifer Aniston, Jim Carrey, Morgan Freeman Bruce Almighty is a 2003 American religious comedy-drama film directed by Tom Shadyac, written by Steve Koren, Mark O'Keefe and Steve Oedekerk and stars Jim Carrey as Bruce Nolan, a ...more

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16
236 171
Shrek 2 is listed (or ranked) 16 on the list The Funniest Movies of the 2000s
but chickens double d added Shrek 2 Cameron Diaz, Eddie Murphy, Joan Rivers Shrek 2 is a 2004 American computer-animated fantasy comedy film produced by DreamWorks Animation and directed by Andrew Adamson, Kelly Asbury and Conrad Vernon. It is the second installment in ...more

17
254 195
Napoleon Dynamite is listed (or ranked) 17 on the list The Funniest Movies of the 2000s
looksharp added Napoleon Dynamite Haylie Duff, Jon Heder, Diedrich Bader Napoleon Dynamite is a 2004 American independent art-house comedy film written by Jared and Jerusha Hess and directed by Jared. The film stars Jon Heder in the role of the title character, for ...more

18
307 134
Monsters, Inc. is listed (or ranked) 18 on the list The Funniest Movies of the 2000s
pmmom38 added Monsters, Inc. Billy Crystal, John Goodman, Steve Buscemi Monsters, Inc. is a 2001 American computer-animated comedy film directed by Pete Docter, produced by Pixar Animation Studios, and released by Walt Disney Pictures. John Lasseter and Andrew ...more

19
297 222
Zoolander is listed (or ranked) 19 on the list The Funniest Movies of the 2000s
Zoolander Natalie Portman, Paris Hilton, Heidi Klum 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

20
243 131
Ted is listed (or ranked) 20 on the list The Funniest Movies of the 2000s
Roy100 added Ted Mila Kunis, Mark Wahlberg, Ryan Reynolds Ted is a 2012 American comedy film directed by Seth MacFarlane. The screenplay by MacFarlane, Alec Sulkin and Wellesley Wild is from MacFarlane's story. The film stars Mark Wahlberg, Mila Kunis, ...more

21
268 198
Knocked Up is listed (or ranked) 21 on the list The Funniest Movies of the 2000s
Knocked Up Jessica Alba, Eva Mendes, Katherine Heigl 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

22
205 173
Hot Fuzz is listed (or ranked) 22 on the list The Funniest Movies of the 2000s
wiabux added Hot Fuzz Cate Blanchett, Martin Freeman, Simon Pegg Hot Fuzz is a 2007 British action comedy parody film directed by Edgar Wright, written by Wright and Simon Pegg, and starring Pegg and Nick Frost. The three and the film's producer Nira Park had ...more

23
260 153
50 First Dates is listed (or ranked) 23 on the list The Funniest Movies of the 2000s
looksharp added 50 First Dates Drew Barrymore, Adam Sandler, Dan Aykroyd 50 First Dates is a 2004 American romantic comedy film directed by Peter Segal and written by George Wing. The film stars Adam Sandler as a lothario veterinarian and Drew Barrymore as an ...more

24
237 175
O Brother, Where Art Thou? is listed (or ranked) 24 on the list The Funniest Movies of the 2000s
O Brother, Where Art Thou? 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

25
240 176
Miss Congeniality is listed (or ranked) 25 on the list The Funniest Movies of the 2000s
Miss Congeniality 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

26
183 139
The Other Guys is listed (or ranked) 26 on the list The Funniest Movies of the 2000s
The Other Guys Eva Mendes, Dwayne Johnson, Mark Wahlberg The Other Guys is a 2010 action comedy film directed and co-written by Adam McKay, starring Will Ferrell and Mark Wahlberg, and featuring Michael Keaton, Eva Mendes, Steve Coogan, Ray Stevenson, ...more

27
304 149
Zombieland is listed (or ranked) 27 on the list The Funniest Movies of the 2000s
wiabux added Zombieland 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

28
253 183
Pineapple Express is listed (or ranked) 28 on the list The Funniest Movies of the 2000s
wiabux added Pineapple Express Amber Heard, James Franco, Seth Rogen Pineapple Express is a 2008 American stoner action comedy film directed by David Gordon Green, written by Seth Rogen and Evan Goldberg and starring Rogen and James Franco. Producer Judd Apatow, ...more

29
223 199
Scary Movie is listed (or ranked) 29 on the list The Funniest Movies of the 2000s
wiabux added Scary Movie 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

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30
250 172
Forgetting Sarah Marshall is listed (or ranked) 30 on the list The Funniest Movies of the 2000s
Forgetting Sarah Marshall 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

31
281 175
Shaun of the Dead is listed (or ranked) 31 on the list The Funniest Movies of the 2000s
Shaun of the Dead Martin Freeman, Simon Pegg, Bill Nighy Shaun of the Dead is a 2004 British horror comedy film directed by Edgar Wright and written by Wright and Simon Pegg, and starring Pegg and Nick Frost. Pegg plays Shaun, a man attempting to get ...more

32
123 107
Waiting... is listed (or ranked) 32 on the list The Funniest Movies of the 2000s
wiabux added Waiting... 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

33
177 201
Borat: Cultural Learnings of A... is listed (or ranked) 33 on the list The Funniest Movies of the 2000s
Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan 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

34
197 177
Austin Powers: Goldmember is listed (or ranked) 34 on the list The Funniest Movies of the 2000s
Austin Powers: Goldmember 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

35
174 151
Grandma's Boy is listed (or ranked) 35 on the list The Funniest Movies of the 2000s
Grandma's Boy 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

36
166 110
Legally Blonde is listed (or ranked) 36 on the list The Funniest Movies of the 2000s
looksharp added Legally Blonde Reese Witherspoon, Raquel Welch, Ali Larter Legally Blonde is a 2001 American comedy film directed by Robert Luketic, written by Karen McCullah Lutz and Kirsten Smith, and produced by Marc E. Platt. It is based on the novel Legally Blonde ...more

37
172 166
Road Trip is listed (or ranked) 37 on the list The Funniest Movies of the 2000s
Road Trip 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

38
212 139
Super Troopers is listed (or ranked) 38 on the list The Funniest Movies of the 2000s
Super Troopers Lynda Carter, Brian Cox, Jim Gaffigan Super Troopers is a 2001 crime-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 ...more

39
161 111
Ice Age is listed (or ranked) 39 on the list The Funniest Movies of the 2000s
tristan-england added Ice Age 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

40
129 166
Snatch is listed (or ranked) 40 on the list The Funniest Movies of the 2000s
Snatch Brad Pitt, Benicio del Toro, Vinnie Jones Snatch is a 2000 crime comedy film written and directed by Guy Ritchie, featuring an ensemble cast. Set in the London criminal underworld, the film contains two intertwined plots: one dealing ...more

41
148 172
Team America: World Police is listed (or ranked) 41 on the list The Funniest Movies of the 2000s
wiabux added Team America: World Police 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

42
161 174
Little Miss Sunshine is listed (or ranked) 42 on the list The Funniest Movies of the 2000s
Little Miss Sunshine 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

43
106 74
Role Models is listed (or ranked) 43 on the list The Funniest Movies of the 2000s
Cablogula added Role Models 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

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44
141 125
Bad Santa is listed (or ranked) 44 on the list The Funniest Movies of the 2000s
but chickens double d added Bad Santa Lauren Graham, Billy Bob Thornton, Cloris Leachman Bad Santa is a 2003 American Christmas black comedy crime film directed by Terry Zwigoff, and starring Billy Bob Thornton, Bernie Mac, and Lauren Graham, with Tony Cox, Brett Kelly, Lauren Tom, ...more

45
137 103
Harold and Kumar Go to White C... is listed (or ranked) 45 on the list The Funniest Movies of the 2000s

46
117 93
Me, Myself & Irene is listed (or ranked) 46 on the list The Funniest Movies of the 2000s
Cablogula added Me, Myself & Irene 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

47
137 132
Shallow Hal is listed (or ranked) 47 on the list The Funniest Movies of the 2000s
looksharp added Shallow Hal 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
133 108
American Pie 2 is listed (or ranked) 48 on the list The Funniest Movies of the 2000s
datrlykewlfreekinguymandood added American Pie 2 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

49
138 139
I Love You, Man is listed (or ranked) 49 on the list The Funniest Movies of the 2000s
I Love You, Man 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

50
115 116
Kung Fu Panda is listed (or ranked) 50 on the list The Funniest Movies of the 2000s
but chickens double d added Kung Fu Panda 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