Entertainment
15.7k voters

The Funniest '90s Movies

Updated January 21, 2021 279.6k votes 15.7k voters 626.9k views252 items

List RulesVote up the most hilarious comedies released between 1990 and 1999.

Here are the funniest 90s movies and the best comedies of the 1990s that are ready for your votes. Nineties nostalgia exists for a reason. One of the main reasons is the unforgettable  and classic comedies that came out in movie theaters. It is also why we still constantly replay them in our homes today. Thanks to the Zucker brothers, we got the Farrelly brothers (and thereby There's Something About Mary) while the Cohen Brothers furthered their epic '90s comedy filmography with The Big Lebowski. Adam Sandler became one of the richest actors in all of Hollywood history as a result of the 1990s. In fact, his popular '90s comedy movies Billy Madison and Happy Gilmore make up his production company name today: Happy Madison. And who can forget Austin Powers' catchphrases spreading like wildfire? Kevin Smith also had two slam dunks with Clerks and Dogma, while the David Spade-Chris Farley funny, unforgettable, onscreen duo did the same with Black Sheep and Tommy Boy.

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  • 1
    4,346
    1,524

    Happy Gilmore

    Adam Sandler, Ben Stiller

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  • 2
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    1,654

    Ace Ventura: Pet Detective

    Jim Carrey, Courteney Cox

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    #211 of 1,506 The Most Rewatchable Movies#64 of 923 The All-Time Greatest Comedy Films

  • 3
    4,498
    2,202

    Dumb and Dumber

    Jim Carrey, Jeff Daniels

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  • 4
    4,051
    1,219

    Tommy Boy

    Dan Aykroyd, Rob Lowe

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    #176 of 451 The Best Movies For Guys#6 of 126 The Funniest Movies Starring SNL Cast Members

  • 5
    2,501
    1,135

    Friday

    Ice Cube, Meagan Good

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  • 6
    2,921
    1,363

    Billy Madison

    Adam Sandler, Steve Buscemi

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  • 7
    3,159
    1,602

    There's Something About Mary

    Cameron Diaz, Sarah Silverman

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  • 8
    3,413
    1,718

    Mrs. Doubtfire

    Robin Williams, Pierce Brosnan

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  • 9
    2,705
    1,410

    My Cousin Vinny

    Marisa Tomei, Joe Pesci

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  • 10
    2,787
    1,348

    The Waterboy

    Adam Sandler, Kathy Bates

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    #7 of 141 The Best College Movies Ever#5 of 34 The Funniest Movies About Sports

  • 11
    3,250
    1,735

    Austin Powers: International Man of Mystery

    Elizabeth Hurley, Will Ferrell

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  • 12
    3,158
    1,708

    Liar Liar

    Jim Carrey, Jennifer Tilly

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    #16 of 91 The Funniest Movies About Family#6 of 27 Actual Lawyers Explain Which Legal Movies They Like The Best

  • 13
    2,695
    1,416

    The Wedding Singer

    Drew Barrymore, Adam Sandler

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  • 14
    3,086
    1,576

    Wayne's World

    Alice Cooper, Mike Myers

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  • 15
    3,167
    1,691

    American Pie

    Alyson Hannigan, Tara Reid

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  • 16
    2,112
    838

    The Sandlot

    James Earl Jones, Denis Leary

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  • 17
    3,487
    1,974

    Groundhog Day

    Bill Murray, Andie MacDowell

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    #10 of 16 Fan Theories That Make Us Think Twice About The Movies We Loved Growing Up#213 of 306 The Greatest Movie Themes

  • 18
    2,368
    984

    Men in Black

    Will Smith, Tommy Lee Jones

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  • 19
    2,320
    1,088

    Toy Story

    Tom Hanks, Tim Allen

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  • 20
    3,496
    2,160

    Home Alone

    Macaulay Culkin, Joe Pesci

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  • 21
    2,628
    1,413

    The Big Lebowski

    Julianne Moore, Jeff Bridges

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  • 22
    2,418
    1,453

    Big Daddy

    Adam Sandler, Jon Stewart

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    #6 of 40 The Best Movies About Men Raising Kids#38 of 83 Great Movies That Take Place In Autumn

  • 23
    2,051
    1,241

    Austin Powers: The Spy Who Shagged Me

    Elizabeth Hurley, Heather Graham

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  • 24
    1,224
    596

    A League of Their Own

    Madonna, Tom Hanks

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    #6 of 301 The Best Movies Based On True Stories#3 of 12 Movies Where The Cast And Crew Disagreed About Its Meaning

  • 25
    2,370
    1,313

    Clueless

    Alicia Silverstone, Brittany Murphy

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