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The Funniest Movies Of The 2000s

Updated October 5, 2020 101.0k votes 7.0k voters 244.6k 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 40-Year-Old Virgin1
    1,486
    721

    The 40-Year-Old Virgin

    Elizabeth Banks, Kat Dennings

    Released2005

    Directed byJudd Apatow

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  • The Hangover2
    1,956
    980

    The Hangover

    Mike Tyson, Bradley Cooper

    Released2009

    Directed byTodd Phillips

    Amazon buy button
  • Anchorman: The Legend of Ron Burgundy3
    1,602
    794

    Anchorman: The Legend of Ron Burgundy

    Christina Applegate, Will Ferrell

    Released2004

    Directed byAdam McKay

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  • Old School4
    1,209
    625

    Old School

    Elisha Cuthbert, Snoop Dogg

    Released2003

    Directed byTodd Phillips

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  • Superbad5
    1,949
    1,018

    Superbad

    Emma Stone, Seth Rogen

    Released2007

    Directed byGreg Mottola

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  • Meet the Parents6
    1,252
    611

    Meet the Parents

    Robert De Niro, Ben Stiller

    Released2000

    Directed byJay Roach

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  • Step Brothers7
    2,040
    941

    Step Brothers

    Will Ferrell, Seth Rogen

    Released2008

    Directed byAdam McKay

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  • Zombieland8
    970
    468

    Zombieland

    Emma Stone, Amber Heard

    Released2009

    Directed byRuben Fleischer

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  • Elf9
    1,446
    809

    Elf

    Zooey Deschanel, Will Ferrell

    Released2003

    Directed byJon Favreau

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  • Monsters, Inc.10
    1,030
    545

    Monsters, Inc.

    Billy Crystal, John Goodman

    Released2001

    Directed byDavid Silverman, Pete Docter, Lee Unkrich

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  • Shaun of the Dead11
    921
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    Shaun of the Dead

    Martin Freeman, Simon Pegg

    Released2004

    Directed byEdgar Wright

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  • DodgeBall: A True Underdog Story12
    1,366
    756

    DodgeBall: A True Underdog Story

    Ben Stiller, Chuck Norris

    Released2004

    Directed byRawson Marshall Thurber

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  • Wedding Crashers13
    1,459
    821

    Wedding Crashers

    Owen Wilson, Vince Vaughn

    Released2005

    Directed byDavid Dobkin

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  • Super Troopers14
    832
    408

    Super Troopers

    Lynda Carter, Brian Cox

    Released2002

    Directed byJay Chandrasekhar

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  • Forgetting Sarah Marshall15
    926
    486

    Forgetting Sarah Marshall

    Mila Kunis, Kristen Bell

    Released2008

    Directed byNicholas Stoller

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  • Mean Girls16
    1,216
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    Mean Girls

    Lindsay Lohan, Rachel McAdams

    Released2004

    Directed byMark Waters

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  • Shrek17
    1,383
    812

    Shrek

    Cameron Diaz, Eddie Murphy

    Released2001

    Directed byAndrew Adamson, Vicky Jenson

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  • 50 First Dates18
    868
    578

    50 First Dates

    Drew Barrymore, Adam Sandler

    Released2004

    Directed byPeter Segal

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  • Bruce Almighty19
    1,016
    639

    Bruce Almighty

    Jennifer Aniston, Jim Carrey

    Released2003

    Directed byTom Shadyac

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  • Zoolander20
    1,014
    693

    Zoolander

    Natalie Portman, Paris Hilton

    Released2001

    Directed byBen Stiller

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  • Napoleon Dynamite21
    1,060
    700

    Napoleon Dynamite

    Haylie Duff, Jon Heder

    Released2004

    Directed byJared Hess

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  • Pineapple Express22
    922
    531

    Pineapple Express

    Seth Rogen, James Franco

    Released2008

    Directed byDavid Gordon Green

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  • Legally Blonde23
    673
    456

    Legally Blonde

    Reese Witherspoon, Luke Wilson

    Released2001

    Directed byRobert Luketic

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  • Tropic Thunder24
    1,099
    809

    Tropic Thunder

    Ben Stiller, Jack Black

    Released2008

    Directed byBen Stiller

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  • Talladega Nights: The Ballad of Ricky Bobby25
    267
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    Released2006

    Directed byAdam McKay

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