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The Funniest Movies Of The 2000s

Updated October 5, 2020 96.0k votes 6.7k voters 234.5k 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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  • 1
    Anchorman: The Legend of Ron B is listed (or ranked) 1 on the list The Funniest Movies Of The 2000s
    1,528
    720

    Anchorman: The Legend of Ron Burgundy

    Christina Applegate, Will Ferrell

    Released2004

    Directed byAdam McKay

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  • 2
    The 40-Year-Old Virgin is listed (or ranked) 2 on the list The Funniest Movies Of The 2000s
    1,418
    654

    The 40-Year-Old Virgin

    Elizabeth Banks, Kat Dennings

    Released2005

    Directed byJudd Apatow

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  • 3
    The Hangover is listed (or ranked) 3 on the list The Funniest Movies Of The 2000s
    1,849
    943

    The Hangover

    Mike Tyson, Bradley Cooper

    Released2009

    Directed byTodd Phillips

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  • 4
    Old School is listed (or ranked) 4 on the list The Funniest Movies Of The 2000s
    1,137
    583

    Old School

    Elisha Cuthbert, Snoop Dogg

    Released2003

    Directed byTodd Phillips

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  • 5
    Meet the Parents is listed (or ranked) 5 on the list The Funniest Movies Of The 2000s
    1,191
    549

    Meet the Parents

    Robert De Niro, Ben Stiller

    Released2000

    Directed byJay Roach

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  • 6
    Zombieland is listed (or ranked) 6 on the list The Funniest Movies Of The 2000s
    902
    419

    Zombieland

    Emma Stone, Amber Heard

    Released2009

    Directed byRuben Fleischer

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  • 7
    Step Brothers is listed (or ranked) 7 on the list The Funniest Movies Of The 2000s
    1,927
    908

    Step Brothers

    Will Ferrell, Seth Rogen

    Released2008

    Directed byAdam McKay

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  • 8
    Monsters, Inc. is listed (or ranked) 8 on the list The Funniest Movies Of The 2000s
    989
    498

    Monsters, Inc.

    Billy Crystal, John Goodman

    Released2001

    Directed byDavid Silverman, Pete Docter, Lee Unkrich

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  • 9
    Elf is listed (or ranked) 9 on the list The Funniest Movies Of The 2000s
    1,382
    761

    Elf

    Zooey Deschanel, Will Ferrell

    Released2003

    Directed byJon Favreau filmography

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  • 10
    Superbad is listed (or ranked) 10 on the list The Funniest Movies Of The 2000s
    1,831
    986

    Superbad

    Emma Stone, Seth Rogen

    Released2007

    Directed byGreg Mottola

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  • 11
    Wedding Crashers is listed (or ranked) 11 on the list The Funniest Movies Of The 2000s
    1,389
    791

    Wedding Crashers

    Owen Wilson, Vince Vaughn

    Released2005

    Directed byDavid Dobkin

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  • 12
    Shaun of the Dead is listed (or ranked) 12 on the list The Funniest Movies Of The 2000s
    870
    443

    Shaun of the Dead

    Martin Freeman, Simon Pegg

    Released2004

    Directed byEdgar Wright

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  • 13
    Super Troopers is listed (or ranked) 13 on the list The Funniest Movies Of The 2000s
    779
    376

    Super Troopers

    Lynda Carter, Brian Cox

    Released2001

    Directed byJay Chandrasekhar

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  • 14
    Forgetting Sarah Marshall is listed (or ranked) 14 on the list The Funniest Movies Of The 2000s
    866
    454

    Forgetting Sarah Marshall

    Mila Kunis, Kristen Bell

    Released2008

    Directed byNicholas Stoller

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  • 15
    DodgeBall: A True Underdog Sto is listed (or ranked) 15 on the list The Funniest Movies Of The 2000s
    1,293
    741

    DodgeBall: A True Underdog Story

    Ben Stiller, Chuck Norris

    Released2004

    Directed byRawson Marshall Thurber

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  • 16
    Mean Girls is listed (or ranked) 16 on the list The Funniest Movies Of The 2000s
    1,168
    717

    Mean Girls

    Lindsay Lohan, Rachel McAdams

    Released2004

    Directed byMark Waters

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  • 17
    Shrek is listed (or ranked) 17 on the list The Funniest Movies Of The 2000s
    1,325
    797

    Shrek

    Cameron Diaz, Eddie Murphy

    Released2001

    Directed byAndrew Adamson, Vicky Jenson

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  • 18
    50 First Dates is listed (or ranked) 18 on the list The Funniest Movies Of The 2000s
    832
    549

    50 First Dates

    Drew Barrymore, Adam Sandler

    Released2004

    Directed byPeter Segal

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  • 19
    Bruce Almighty is listed (or ranked) 19 on the list The Funniest Movies Of The 2000s
    979
    612

    Bruce Almighty

    Jennifer Aniston, Jim Carrey

    Released2003

    Directed byTom Shadyac

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  • 20
    Zoolander is listed (or ranked) 20 on the list The Funniest Movies Of The 2000s
    977
    660

    Zoolander

    Natalie Portman, Paris Hilton

    Released2001

    Directed byBen Stiller

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  • 21
    Pineapple Express is listed (or ranked) 21 on the list The Funniest Movies Of The 2000s
    885
    504

    Pineapple Express

    Seth Rogen, James Franco

    Released2008

    Directed byDavid Gordon Green

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  • 22
    Napoleon Dynamite is listed (or ranked) 22 on the list The Funniest Movies Of The 2000s
    1,009
    677

    Napoleon Dynamite

    Haylie Duff, Jon Heder

    Released2004

    Directed byJared Hess

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  • 23
    Legally Blonde is listed (or ranked) 23 on the list The Funniest Movies Of The 2000s
    646
    428

    Legally Blonde

    Reese Witherspoon, Luke Wilson

    Released2001

    Directed byRobert Luketic

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  • 24
    Talladega Nights: The Ballad o is listed (or ranked) 24 on the list The Funniest Movies Of The 2000s
    225
    36

    Released2006

    Directed byAdam McKay

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  • 25
    Tropic Thunder is listed (or ranked) 25 on the list The Funniest Movies Of The 2000s
    1,056
    792

    Tropic Thunder

    Ben Stiller, Jack Black

    Released2008

    Directed byBen Stiller

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