Sponsored
15.5k voters

The Funniest '90s Movies

Updated January 21, 2021 285.7k votes 15.5k voters 616.9k 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.

Photo:
...more
  • Happy Gilmore1
    4,427
    1,526

    Happy Gilmore

    Adam Sandler, Ben Stiller

    Released1996

    Directed byDennis Dugan

    Amazon buy button

    More Happy Gilmore 

    'Happy Gilmore' Is Secretly A Drama About Dealing With Loss And Grief#63 of 150 The Most Inspirational Sports Movies

  • Ace Ventura: Pet Detective2
    3,627
    1,662

    Ace Ventura: Pet Detective

    Jim Carrey, Courteney Cox

    Released1994

    Directed byTom Shadyac

    Amazon buy button

    More Ace Ventura: Pet Detective 

    #31 of 1,137 The Absolute Funniest Movies Of All Time#150 of 204 The Best Sports Movies Ever Made

  • Dumb and Dumber3
    4,592
    2,242

    Dumb and Dumber

    Jim Carrey, Jeff Daniels

    Released1994

    Directed byPeter Farrelly, Bobby Farrelly

    Amazon buy button

    More Dumb and Dumber 

    'Dumb And Dumber' Is Far Darker And Creepier Than You Remember#42 of 297 The Best Duos of All Time

  • Tommy Boy4
    4,150
    1,230

    Tommy Boy

    Dan Aykroyd, Rob Lowe

    Released1995

    Directed byPeter Segal

    Amazon buy button

    More Tommy Boy 

    #11 of 151 The Most Rewatchable Comedy Movies#4 of 126 The Funniest Movies Starring SNL Cast Members

  • Friday5
    2,545
    1,142

    Friday

    Ice Cube, Meagan Good

    Released1995

    Directed byF. Gary Gray

    Amazon buy button

    More Friday 

    #1 of 144 The Funniest Black Movies Ever Made#87 of 115 The Best Movies to Watch on Mushrooms

  • There's Something About Mary6
    3,231
    1,631

    There's Something About Mary

    Cameron Diaz, Sarah Silverman

    Released1998

    Directed byPeter Farrelly, Bobby Farrelly

    Amazon buy button

    More There's Something About Mary 

    Behind-The-Scenes Stories From The Making Of ‘There’s Something About Mary’#142 of 782 The Greatest Chick Flicks Ever Made

  • Billy Madison7
    2,995
    1,378

    Billy Madison

    Adam Sandler, Steve Buscemi

    Released1995

    Directed byTamra Davis

    Amazon buy button

    More Billy Madison 

    #45 of 106 The Best Stoner Movies#39 of 60 The Best Movies to Curl Up And Watch When You're Sick

  • My Cousin Vinny8
    2,759
    1,449

    My Cousin Vinny

    Marisa Tomei, Joe Pesci

    Released1992

    Directed byJonathan Lynn

    Amazon buy button

    More My Cousin Vinny 

    Behind-The-Scenes Stories From 'My Cousin Vinny'#57 of 126 The Greatest Date Movies Of All Time

  • The Waterboy9
    2,858
    1,362

    The Waterboy

    Adam Sandler, Kathy Bates

    Released1998

    Directed byFrank Coraci

    Amazon buy button

    More The Waterboy 

    #7 of 141 The Best College Movies Ever#6 of 34 The Funniest Movies About Sports

  • Mrs. Doubtfire10
    3,478
    1,767

    Mrs. Doubtfire

    Robin Williams, Pierce Brosnan

    Released1993

    Directed byChris Columbus, Chuck Jones

    Amazon buy button

    More Mrs. Doubtfire 

    Mrs. Doubtfire Is Actually A Dark Film About An Extremely Deranged Man#478 of 1,189 Every Oscar Winning Film Ever

  • Austin Powers: International Man of Mystery11
    3,326
    1,776

    Austin Powers: International Man of Mystery

    Elizabeth Hurley, Will Ferrell

    Released1997

    Directed byJay Roach

    Amazon buy button

    More Austin Powers: International Man of Mystery 

    #154 of 155 The Greatest Movie Quotes of All Time#25 of 73 The Greatest Movies To Watch Outside

  • Liar Liar12
    3,230
    1,762

    Liar Liar

    Jim Carrey, Jennifer Tilly

    Released1997

    Directed byTom Shadyac

    Amazon buy button

    More Liar Liar 

    #16 of 90 The Funniest Movies About Family#6 of 27 Actual Lawyers Explain Which Legal Movies They Like The Best

  • The Sandlot13
    2,164
    843

    The Sandlot

    James Earl Jones, Denis Leary

    Released1993

    Directed byDavid M. Evans

    Amazon buy button

    More The Sandlot 

    What Ever Happened To All The Kids From The Sandlot?#82 of 246 The Best Rainy Day Movies

  • The Wedding Singer14
    2,751
    1,448

    The Wedding Singer

    Drew Barrymore, Adam Sandler

    Released1998

    Directed byFrank Coraci

    Amazon buy button

    More The Wedding Singer 

    #1 of 36 The Best Period Movies Set in the '80s#9 of 315 Movies with the Best Soundtracks

  • American Pie15
    3,238
    1,737

    American Pie

    Alyson Hannigan, Tara Reid

    Released1999

    Directed byChris Weitz, Paul Weitz

    Amazon buy button

    More American Pie 

    'American Pie' Is A Nightmarish Vision Of Late '90s High School Life#70 of 200 The Best Teen Romance Movies

  • Wayne's World16
    3,168
    1,611

    Wayne's World

    Alice Cooper, Mike Myers

    Released1992

    Directed byPenelope Spheeris

    Amazon buy button

    More Wayne's World 

    Why Did It Take 20 Years For Dana Carvey To Forgive Mike Myers?#35 of 372 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

  • Groundhog Day17
    3,567
    2,033

    Groundhog Day

    Bill Murray, Andie MacDowell

    Released1993

    Directed byHarold Ramis

    Amazon buy button

    More Groundhog Day 

    #78 of 105 The Best Valentine's Day Movies#5 of 13 13 Movies That Launched Their Own Genre

  • Men in Black18
    2,428
    1,008

    Men in Black

    Will Smith, Sylvester Stallone

    Released1997

    Directed byBarry Sonnenfeld

    Amazon buy button

    More Men in Black 

    14 Behind-The-Scenes Stories From The Making Of 'Men in Black'#568 of 661 The Best Black Movies Ever Made, Ranked

  • Home Alone19
    3,575
    2,230

    Home Alone

    Macaulay Culkin, Joe Pesci

    Released1990

    Directed byChris Columbus

    Amazon buy button

    More Home Alone 

    15 Hilarious 'Home Alone' Memes That Made Us Nostalgic For The Christmas Classic#6 of 50 The 50 Highest Grossing '90s Movies, Ranked

  • Toy Story20
    2,381
    1,112

    Toy Story

    Tom Hanks, Tim Allen

    Released1995

    Directed byJohn Lasseter

    Amazon buy button

    More Toy Story 

    25 Weird 'Toy Story' Thoughts That Actually Make A Good Point#2 of 575 The Best Animated Films Ever

  • The Big Lebowski21
    2,687
    1,453

    The Big Lebowski

    Julianne Moore, Jeff Bridges

    Released1998

    Directed byEthan Coen, Joel Coen

    Amazon buy button

    More The Big Lebowski 

    18 Things You Didn't Know About 'The Big Lebowski'#119 of 480 The Greatest Movies For Guys

  • Austin Powers: The Spy Who Shagged Me22
    2,102
    1,268

    Austin Powers: The Spy Who Shagged Me

    Elizabeth Hurley, Heather Graham

    Released1999

    Directed byJay Roach

    Amazon buy button

    More Austin Powers: The Spy Who Shagged Me 

    The Best Characters in the Austin Power Movies, Ranked#40 of 154 The Best Movie Sequels Ever Made

  • Big Daddy23
    2,477
    1,501

    Big Daddy

    Adam Sandler, Jon Stewart

    Released1999

    Directed byDennis Dugan

    Amazon buy button

    More Big Daddy 

    #47 of 84 Great Movies That Take Place in Autumn#6 of 37 The Best Single Dad Movies Ever Made

  • Clueless24
    2,434
    1,352

    Clueless

    Alicia Silverstone, Brittany Murphy

    Released1995

    Directed byAmy Heckerling

    Amazon buy button

    More Clueless 

    The Best Outfits from Clueless#15 of 15 Classic Teen Movies That Got Away With Not Explaining Major Things

  • A League of Their Own25
    1,242
    595

    A League of Their Own

    Madonna, Tom Hanks

    Released1992

    Directed byPenny Marshall

    Amazon buy button

    More A League of Their Own 

    #3 of 12 Movies Where The Cast And Crew Disagreed About Its Meaning#7 of 275 The Best Movies Based On True Stories