90s movies The Funniest '90s Movies  

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List Rules Comedies and comedy films released between 1990 and 1999

List of the funniest 90s movies. The best comedies of the 1990s make up the titles on this ranking page. Nineties nostalgia exists for a reason. One of the main reasons is the unforgettable 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 80s 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 90 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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Office Space is listed (or ranked) 1 on the list The Funniest '90s Movies
Office Space Jennifer Aniston, John C. McGinley, Mike Judge

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Home Alone is listed (or ranked) 2 on the list The Funniest '90s Movies
Home Alone Macaulay Culkin, Joe Pesci, John Candy

3
+ - 537 253
Groundhog Day is listed (or ranked) 3 on the list The Funniest '90s Movies
Groundhog Day Bill Murray, Andie MacDowell, Michael Shannon

4
+ - 619 279
Dumb and Dumber is listed (or ranked) 4 on the list The Funniest '90s Movies
Dumb and Dumber Jim Carrey, Jeff Daniels, Teri Garr

5
+ - 453 228
Mrs. Doubtfire is listed (or ranked) 5 on the list The Funniest '90s Movies
Mrs. Doubtfire Robin Williams, Pierce Brosnan, Sally Field

6
+ - 450 201
Austin Powers: International M... is listed (or ranked) 6 on the list The Funniest '90s Movies
Austin Powers: International Man of Mystery Elizabeth Hurley, Will Ferrell, Carrie Fisher

7
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There's Something About Mary is listed (or ranked) 7 on the list The Funniest '90s Movies
There's Something About Mary Cameron Diaz, Sarah Silverman, Ben Stiller

8
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Liar Liar is listed (or ranked) 8 on the list The Funniest '90s Movies
Liar Liar Jim Carrey, Jennifer Tilly, Krista Allen

9
+ - 452 232
American Pie is listed (or ranked) 9 on the list The Funniest '90s Movies
American Pie Alyson Hannigan, Tara Reid, Shannon Elizabeth

10
+ - 426 191
Wayne's World is listed (or ranked) 10 on the list The Funniest '90s Movies
Wayne's World Alice Cooper, Mike Myers, Rob Lowe

11
+ - 533 187
Happy Gilmore is listed (or ranked) 11 on the list The Funniest '90s Movies
Happy Gilmore Adam Sandler, Ben Stiller, Julie Bowen

12
+ - 509 201
Ace Ventura: Pet Detective is listed (or ranked) 12 on the list The Funniest '90s Movies
Ace Ventura: Pet Detective Jim Carrey, Courteney Cox, Dan Marino

13
+ - 536 189
Tommy Boy is listed (or ranked) 13 on the list The Funniest '90s Movies
Tommy Boy Dan Aykroyd, Rob Lowe, Bo Derek

14
+ - 368 187
My Cousin Vinny is listed (or ranked) 14 on the list The Funniest '90s Movies
My Cousin Vinny Marisa Tomei, Joe Pesci, Ralph Macchio

15
+ - 398 172
Billy Madison is listed (or ranked) 15 on the list The Funniest '90s Movies
Billy Madison Adam Sandler, Steve Buscemi, Chris Farley

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The Wedding Singer is listed (or ranked) 16 on the list The Funniest '90s Movies
The Wedding Singer Drew Barrymore, Adam Sandler, Steve Buscemi

17
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Rush Hour is listed (or ranked) 17 on the list The Funniest '90s Movies
Rush Hour Jackie Chan, Roselyn Sánchez, Chris Tucker

18
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Big Daddy is listed (or ranked) 18 on the list The Funniest '90s Movies
Big Daddy Adam Sandler, Jon Stewart, Steve Buscemi

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The Big Lebowski is listed (or ranked) 19 on the list The Funniest '90s Movies
The Big Lebowski Julianne Moore, Jeff Bridges, Tara Reid

20
+ - 249 166
Kingpin is listed (or ranked) 20 on the list The Funniest '90s Movies
Kingpin Bill Murray, Woody Harrelson, Randy Quaid

21
+ - 308 178
Clueless is listed (or ranked) 21 on the list The Funniest '90s Movies
Clueless Alicia Silverstone, Brittany Murphy, Paul Rudd

22
+ - 380 177
The Waterboy is listed (or ranked) 22 on the list The Funniest '90s Movies
The Waterboy Adam Sandler, Kathy Bates, Rob Schneider

23
+ - 352 189
The Mask is listed (or ranked) 23 on the list The Funniest '90s Movies
The Mask Cameron Diaz, Jim Carrey, Ben Stein

24
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Men in Black is listed (or ranked) 24 on the list The Funniest '90s Movies
Men in Black Will Smith, Sylvester Stallone, Steven Spielberg

25
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Friday is listed (or ranked) 25 on the list The Funniest '90s Movies
Friday Ice Cube, Meagan Good, Nia Long

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Ace Ventura: When Nature Calls is listed (or ranked) 26 on the list The Funniest '90s Movies
Ace Ventura: When Nature Calls Jim Carrey, Sophie Okonedo, Adewale Akinnuoye-Agbaje

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South Park: Bigger, Longer & U... is listed (or ranked) 27 on the list The Funniest '90s Movies
South Park: Bigger, Longer & Uncut George Clooney, Minnie Driver, Isaac Hayes

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Kindergarten Cop is listed (or ranked) 28 on the list The Funniest '90s Movies
Kindergarten Cop Arnold Schwarzenegger, Odette Annable, Angela Bassett

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Austin Powers: The Spy Who Sha... is listed (or ranked) 29 on the list The Funniest '90s Movies
Austin Powers: The Spy Who Shagged Me Elizabeth Hurley, Heather Graham, Will Ferrell

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Toy Story is listed (or ranked) 30 on the list The Funniest '90s Movies
Toy Story Tom Hanks, Tim Allen, Don Rickles

31
+ - 204 142
City Slickers is listed (or ranked) 31 on the list The Funniest '90s Movies
City Slickers Jake Gyllenhaal, Billy Crystal, Danielle Harris

32
+ - 257 132
Cool Runnings is listed (or ranked) 32 on the list The Funniest '90s Movies
Cool Runnings John Candy, Malik Yoba, Jay Brazeau

33
+ - 279 158
What About Bob? is listed (or ranked) 33 on the list The Funniest '90s Movies
What About Bob? Bill Murray, Richard Dreyfuss, Charlie Korsmo

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Robin Hood: Men in Tights is listed (or ranked) 34 on the list The Funniest '90s Movies
Robin Hood: Men in Tights Patrick Stewart, Mel Brooks, Dave Chappelle

35
+ - 181 164
The Nutty Professor is listed (or ranked) 35 on the list The Funniest '90s Movies
The Nutty Professor Eddie Murphy, Jada Pinkett Smith, Dave Chappelle

36
+ - 265 111
The Sandlot is listed (or ranked) 36 on the list The Funniest '90s Movies
The Sandlot James Earl Jones, Denis Leary, Karen Allen

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+ - 286 143
Dazed and Confused is listed (or ranked) 37 on the list The Funniest '90s Movies
Dazed and Confused Ben Affleck, Milla Jovovich, Matthew McConaughey

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Galaxy Quest is listed (or ranked) 38 on the list The Funniest '90s Movies
Galaxy Quest Sigourney Weaver, Alan Rickman, Tim Allen

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+ - 163 153
Beavis and Butt-head Do Americ... is listed (or ranked) 39 on the list The Funniest '90s Movies
Beavis and Butt-head Do America Demi Moore, Bruce Willis, David Letterman

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+ - 151 144
Don't Be a Menace to South Cen... is listed (or ranked) 40 on the list The Funniest '90s Movies

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+ - 185 152
Hot Shots! is listed (or ranked) 41 on the list The Funniest '90s Movies
Hot Shots! Charlie Sheen, Kristy Swanson, Valeria Golino

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+ - 202 163
Dogma is listed (or ranked) 42 on the list The Funniest '90s Movies
Dogma Ben Affleck, Matt Damon, Chris Rock

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+ - 155 181
Romy and Michele's High School... is listed (or ranked) 43 on the list The Funniest '90s Movies
Romy and Michele's High School Reunion Lisa Kudrow, Janeane Garofalo, Mira Sorvino

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Half Baked is listed (or ranked) 44 on the list The Funniest '90s Movies
Half Baked Snoop Dogg, Jon Stewart, Willie Nelson

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+ - 145 168
A Night at the Roxbury is listed (or ranked) 45 on the list The Funniest '90s Movies
A Night at the Roxbury Eva Mendes, Will Ferrell, Jennifer Coolidge

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+ - 163 146
The Mighty Ducks is listed (or ranked) 46 on the list The Funniest '90s Movies
The Mighty Ducks Joshua Jackson, Emilio Estevez, Dan Tamberelli

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+ - 185 141
Addams Family Values is listed (or ranked) 47 on the list The Funniest '90s Movies
Addams Family Values Christina Ricci, Christopher Lloyd, Anjelica Huston

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+ - 230 149
Clerks is listed (or ranked) 48 on the list The Funniest '90s Movies
Clerks Kevin Smith, Jason Mewes, Scott Mosier

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The Naked Gun 2½: The Smell of... is listed (or ranked) 49 on the list The Funniest '90s Movies
The Naked Gun 2½: The Smell of Fear O. J. Simpson, Leslie Nielsen, Zsa Zsa Gábor

50
+ - 211 138
Father of the Bride is listed (or ranked) 50 on the list The Funniest '90s Movies
Father of the Bride Steve Martin, Diane Keaton, Martin Short