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

Here is a 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 - some of which were overlooked at the time but have since gained dedicated audiences. Or, they made the list because they were just plain hilarious.

list ordered by
1
Superbad is listed (or ranked) 1 on the list The Funniest Movies of the 2000s
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

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2
Step Brothers is listed (or ranked) 2 on the list The Funniest Movies of the 2000s
wiabux added
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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#28 of 1,009 The All-Time Greatest Comedy Films #46 of 107 The Funniest Movies Starring SNL Cast Members

3
Anchorman: The Legend of... is listed (or ranked) 3 on the list The Funniest Movies of the 2000s
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

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#213 of 1,699 The Most Rewatchable Movies #5 of 1,009 The All-Time Greatest Comedy Films

4
The Hangover is listed (or ranked) 4 on the list The Funniest Movies of the 2000s
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

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#95 of 1,699 The Most Rewatchable Movies #3 of 1,196 The Absolute Funniest Movies Of All Time

5
DodgeBall: A True Underd... is listed (or ranked) 5 on the list The Funniest Movies of the 2000s
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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

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#48 of 1,009 The All-Time Greatest Comedy Films #54 of 1,196 The Absolute Funniest Movies Of All Time

6
Wedding Crashers is listed (or ranked) 6 on the list The Funniest Movies of the 2000s
Owen Wilson, Vince Vaughn, Christopher Walken
Wedding Crashers is a 2005 American comedy film directed by David Dobkin. John Beckwith (Owen Wilson) and Jeremy Grey (Vince Vaughn), a pair of committed womanizers who sneak into weddings to ...more

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7
The 40-Year-Old Virgin ... is listed (or ranked) 7 on the list The Funniest Movies of the 2000s
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 lose their virginity. It was co-written ...more

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8
Old School is listed (or ranked) 8 on the list The Funniest Movies of the 2000s
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

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#36 of 1,009 The All-Time Greatest Comedy Films #51 of 116 Movies That Need Sequels

9
Elf is listed (or ranked) 9 on the list The Funniest Movies of the 2000s
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

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#88 of 1,699 The Most Rewatchable Movies #41 of 1,196 The Absolute Funniest Movies Of All Time

10
Tropic Thunder is listed (or ranked) 10 on the list The Funniest Movies of the 2000s
wiabux added
Ben Stiller, Jack Black, Robert Downey Jr.
Tropic Thunder is a 2008 American action satire comedy film directed by Ben Stiller. Through a series of freak occurrences, a group of actors shooting a big-budget war movie are forced to become ...more

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#844 of 1,699 The Most Rewatchable Movies #65 of 1,009 The All-Time Greatest Comedy Films #57 of 1,196 The Absolute Funniest Movies Of All Time

11
Shrek is listed (or ranked) 11 on the list The Funniest Movies of the 2000s
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

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12
Mean Girls is listed (or ranked) 12 on the list The Funniest Movies of 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

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13
Meet the Parents is listed (or ranked) 13 on the list The Funniest Movies of the 2000s
Robert De Niro, Ben Stiller, Owen Wilson
Meet the Parents is a 2000 American comedy film directed by Jay Roach. Male nurse Greg Focker (Ben Stiller) meets his girlfriend's parents before proposing, but her suspicious father (robert De ...more

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#333 of 1,699 The Most Rewatchable Movies #125 of 803 The Greatest Chick Flicks Ever Made #30 of 1,196 The Absolute Funniest Movies Of All Time

14
Napoleon Dynamite is listed (or ranked) 14 on the list The Funniest Movies of the 2000s
looksharp added
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

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#239 of 1,699 The Most Rewatchable Movies #49 of 1,009 The All-Time Greatest Comedy Films #44 of 1,196 The Absolute Funniest Movies Of All Time

15
School of Rock is listed (or ranked) 15 on the list The Funniest Movies of the 2000s
WarrenMitchell added
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

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16
Knocked Up is listed (or ranked) 16 on the list The Funniest Movies of the 2000s
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

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17
Zoolander is listed (or ranked) 17 on the list The Funniest Movies of the 2000s
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

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#543 of 1,699 The Most Rewatchable Movies #238 of 803 The Greatest Chick Flicks Ever Made #86 of 1,196 The Absolute Funniest Movies Of All Time

18
Bruce Almighty is listed (or ranked) 18 on the list The Funniest Movies of the 2000s
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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#85 of 1,009 The All-Time Greatest Comedy Films #100 of 165 Live Action Films with the Best CGI Effects #26 of 100 The Most Rewatchable Comedy Movies

19
The Other Guys is listed (or ranked) 19 on the list The Funniest Movies of the 2000s
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

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20
Shrek 2 is listed (or ranked) 20 on the list The Funniest Movies of the 2000s
but chickens double d added
Cameron Diaz, Eddie Murphy, Joan Rivers
Shrek 2 is a 2004 American computer-animated, comedy film directed by Andrew Adamson, Kelly Asbury, and Conrad Vernon. It is the sequel to 2001's Shrek and the second installment in the series. ...more

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#26 of 590 The Best Animated Films Ever #212 of 1,196 The Absolute Funniest Movies Of All Time

21
Monsters, Inc. is listed (or ranked) 21 on the list The Funniest Movies of the 2000s
pmmom38 added
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

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22
Hot Fuzz is listed (or ranked) 22 on the list The Funniest Movies of the 2000s
wiabux added
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 film follows two police officers attempting ...more

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#395 of 1,699 The Most Rewatchable Movies #128 of 1,009 The All-Time Greatest Comedy Films

23
Pineapple Express is listed (or ranked) 23 on the list The Funniest Movies of the 2000s
wiabux added
Seth Rogen, James Franco, Gary Cole
Pineapple Express is a 2008 American buddy stoner action comedy film directed by David Gordon Green. A process server (Seth Rogen) and his marijuana dealer (James Franco) are forced to flee from ...more

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24
Shaun of the Dead is listed (or ranked) 24 on the list The Funniest Movies of the 2000s
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

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#97 of 1,699 The Most Rewatchable Movies #32 of 1,196 The Absolute Funniest Movies Of All Time

25
50 First Dates is listed (or ranked) 25 on the list The Funniest Movies of the 2000s
looksharp added
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

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