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The Funniest Movies Of The 2000s

Updated October 5, 2020 95.9k votes 6.7k voters 234.1k 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
    The 40-Year-Old Virgin is listed (or ranked) 1 on the list The Funniest Movies Of The 2000s
    1,411
    647

    The 40-Year-Old Virgin

    Elizabeth Banks, Kat Dennings

    Released2005

    Directed byJudd Apatow

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  • 2
    Anchorman: The Legend of Ron B is listed (or ranked) 2 on the list The Funniest Movies Of The 2000s
    1,521
    716

    Anchorman: The Legend of Ron Burgundy

    Christina Applegate, Will Ferrell

    Released2004

    Directed byAdam McKay

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  • 3
    The Hangover is listed (or ranked) 3 on the list The Funniest Movies Of The 2000s
    1,838
    940

    The Hangover

    Mike Tyson, Bradley Cooper

    Released2009

    Directed byTodd Phillips

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  • 4
    Meet the Parents is listed (or ranked) 4 on the list The Funniest Movies Of The 2000s
    1,185
    544

    Meet the Parents

    Robert De Niro, Ben Stiller

    Released2000

    Directed byJay Roach

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  • 5
    Old School is listed (or ranked) 5 on the list The Funniest Movies Of The 2000s
    1,130
    581

    Old School

    Elisha Cuthbert, Snoop Dogg

    Released2003

    Directed byTodd Phillips

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  • 6
    Monsters, Inc. is listed (or ranked) 6 on the list The Funniest Movies Of The 2000s
    988
    491

    Monsters, Inc.

    Billy Crystal, John Goodman

    Released2001

    Directed byDavid Silverman, Pete Docter, Lee Unkrich

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  • 7
    Zombieland is listed (or ranked) 7 on the list The Funniest Movies Of The 2000s
    892
    419

    Zombieland

    Emma Stone, Amber Heard

    Released2009

    Directed byRuben Fleischer

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  • 8
    Elf is listed (or ranked) 8 on the list The Funniest Movies Of The 2000s
    1,375
    758

    Elf

    Zooey Deschanel, Will Ferrell

    Released2003

    Directed byJon Favreau filmography

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  • 9
    Step Brothers is listed (or ranked) 9 on the list The Funniest Movies Of The 2000s
    1,914
    906

    Step Brothers

    Will Ferrell, Seth Rogen

    Released2008

    Directed byAdam McKay

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  • 10
    Superbad is listed (or ranked) 10 on the list The Funniest Movies Of The 2000s
    1,819
    984

    Superbad

    Emma Stone, Seth Rogen

    Released2007

    Directed byGreg Mottola

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  • 11
    Shaun of the Dead is listed (or ranked) 11 on the list The Funniest Movies Of The 2000s
    866
    437

    Shaun of the Dead

    Martin Freeman, Simon Pegg

    Released2004

    Directed byEdgar Wright

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  • 12
    Wedding Crashers is listed (or ranked) 12 on the list The Funniest Movies Of The 2000s
    1,375
    791

    Wedding Crashers

    Owen Wilson, Vince Vaughn

    Released2005

    Directed byDavid Dobkin

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  • 13
    Super Troopers is listed (or ranked) 13 on the list The Funniest Movies Of The 2000s
    772
    374

    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
    862
    452

    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
    1,282
    739

    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
    1,166
    713

    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
    1,319
    794

    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
    829
    545

    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
    973
    611

    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
    972
    657

    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
    874
    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
    1,003
    676

    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
    644
    426

    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
    218
    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
    1,052
    791

    Tropic Thunder

    Ben Stiller, Jack Black

    Released2008

    Directed byBen Stiller

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