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The Funniest Movies Of The 2000s

Updated October 5, 2020 97.3k votes 7.1k voters 248.4k views120 items

List RulesVote up the comedies released between January 2000 and December 2009 that make you laugh the hardest.

Here is a list of the funniest movies of the 2000s. These are the greatest comedy films released in the 2000-2009 range of hilarity, some of which are the best comedies of all time. Judd Apatow and Steve Carell struck comedy gold in the early 2000s with The 40-Year-Old Virgin, as he continued, he forgot Sarah Marshall and knocked up Katherine Heigl. The top comedies of the 2000s came in the form of the ultra absurd; take a look at the montage scenes in Wet Hot American Summer as an example. 

Other possibilities for the funniest movies from the 2000s were indie packages, as was the case with Little Miss Sunshine. 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.

Be sure to vote up your favorites so other comedy fans know what to watch next and vote down the ones they should avoid.

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  • The Hangover1
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    Mike Tyson, Bradley Cooper

    Released2009

    Directed byTodd Phillips

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  • The 40-Year-Old Virgin2
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    Elizabeth Banks, Kat Dennings

    Released2005

    Directed byJudd Apatow

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  • Anchorman: The Legend of Ron Burgundy3
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    Christina Applegate, Will Ferrell

    Released2004

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  • Old School4
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    Elisha Cuthbert, Snoop Dogg

    Released2003

    Directed byTodd Phillips

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  • Superbad5
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    Emma Stone, Seth Rogen

    Released2007

    Directed byGreg Mottola

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    Emma Stone, Amber Heard

    Released2009

    Directed byRuben Fleischer

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  • Step Brothers7
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    Will Ferrell, Seth Rogen

    Released2008

    Directed byAdam McKay

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  • Meet the Parents8
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    Robert De Niro, Ben Stiller

    Released2000

    Directed byJay Roach

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  • DodgeBall: A True Underdog Story9
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    Ben Stiller, Chuck Norris

    Released2004

    Directed byRawson Marshall Thurber

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  • Elf10
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    Elf

    Zooey Deschanel, Will Ferrell

    Released2003

    Directed byJon Favreau

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  • Wedding Crashers11
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    Owen Wilson, Vince Vaughn

    Released2005

    Directed byDavid Dobkin

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  • Forgetting Sarah Marshall12
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    Mila Kunis, Kristen Bell

    Released2008

    Directed byNicholas Stoller

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  • Monsters, Inc.13
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    Monsters, Inc.

    Billy Crystal, John Goodman

    Released2001

    Directed byDavid Silverman, Pete Docter, Lee Unkrich

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  • Shaun of the Dead14
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    Shaun of the Dead

    Martin Freeman, Simon Pegg

    Released2004

    Directed byEdgar Wright

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  • Super Troopers15
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    Super Troopers

    Lynda Carter, Brian Cox

    Released2002

    Directed byJay Chandrasekhar

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  • Mean Girls16
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    Lindsay Lohan, Rachel McAdams

    Released2004

    Directed byMark Waters

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  • Shrek17
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    Shrek

    Cameron Diaz, Eddie Murphy

    Released2001

    Directed byAndrew Adamson, Vicky Jenson

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  • 50 First Dates18
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    50 First Dates

    Drew Barrymore, Adam Sandler

    Released2004

    Directed byPeter Segal

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  • Bruce Almighty19
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    Jennifer Aniston, Jim Carrey

    Released2003

    Directed byTom Shadyac

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  • Zoolander20
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    Natalie Portman, Paris Hilton

    Released2001

    Directed byBen Stiller

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  • Tropic Thunder21
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    Ben Stiller, Jack Black

    Released2008

    Directed byBen Stiller

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  • Napoleon Dynamite22
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    Haylie Duff, Jon Heder

    Released2004

    Directed byJared Hess

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  • Pineapple Express23
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    Seth Rogen, James Franco

    Released2008

    Directed byDavid Gordon Green

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  • Legally Blonde24
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    Reese Witherspoon, Luke Wilson

    Released2001

    Directed byRobert Luketic

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