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."

1
+ - 456 232
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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2
+ - 485 235
Groundhog Day is listed (or ranked) 2 on the list The Funniest '90s Movies
Groundhog Day Bill Murray, Andie MacDowell, Michael Shannon

3
+ - 564 252
Dumb and Dumber is listed (or ranked) 3 on the list The Funniest '90s Movies
Dumb and Dumber Jim Carrey, Jeff Daniels, Teri Garr

4
+ - 474 284
Home Alone is listed (or ranked) 4 on the list The Funniest '90s Movies
Home Alone Macaulay Culkin, Joe Pesci, John Candy

5
+ - 424 197
Mrs. Doubtfire is listed (or ranked) 5 on the list The Funniest '90s Movies
Mrs. Doubtfire Robin Williams, Pierce Brosnan, Sally Field

6
+ - 409 178
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
+ - 483 173
Happy Gilmore is listed (or ranked) 7 on the list The Funniest '90s Movies
Happy Gilmore Adam Sandler, Ben Stiller, Julie Bowen

8
+ - 431 196
Liar Liar is listed (or ranked) 8 on the list The Funniest '90s Movies
Liar Liar Jim Carrey, Jennifer Tilly, Krista Allen

9
+ - 425 198
There's Something About Mary is listed (or ranked) 9 on the list The Funniest '90s Movies
There's Something About Mary Cameron Diaz, Sarah Silverman, Ben Stiller

10
+ - 496 174
Tommy Boy is listed (or ranked) 10 on the list The Funniest '90s Movies
Tommy Boy Dan Aykroyd, Rob Lowe, Bo Derek

11
+ - 473 185
Ace Ventura: Pet Detective is listed (or ranked) 11 on the list The Funniest '90s Movies
Ace Ventura: Pet Detective Jim Carrey, Courteney Cox, Dan Marino

12
+ - 397 169
Wayne's World is listed (or ranked) 12 on the list The Funniest '90s Movies
Wayne's World Alice Cooper, Mike Myers, Rob Lowe

13
+ - 418 211
American Pie is listed (or ranked) 13 on the list The Funniest '90s Movies
American Pie Alyson Hannigan, Tara Reid, Shannon Elizabeth

14
+ - 364 158
Billy Madison is listed (or ranked) 14 on the list The Funniest '90s Movies
Billy Madison Adam Sandler, Steve Buscemi, Chris Farley

15
+ - 337 169
My Cousin Vinny is listed (or ranked) 15 on the list The Funniest '90s Movies
My Cousin Vinny Marisa Tomei, Joe Pesci, Ralph Macchio

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+ - 332 153
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
+ - 364 166
The Big Lebowski is listed (or ranked) 17 on the list The Funniest '90s Movies
The Big Lebowski Julianne Moore, Jeff Bridges, Tara Reid

18
+ - 284 171
Big Daddy is listed (or ranked) 18 on the list The Funniest '90s Movies
Big Daddy Adam Sandler, Jon Stewart, Steve Buscemi

19
+ - 304 188
Rush Hour is listed (or ranked) 19 on the list The Funniest '90s Movies
Rush Hour Jackie Chan, Roselyn Sánchez, Chris Tucker

20
+ - 354 163
The Waterboy is listed (or ranked) 20 on the list The Funniest '90s Movies
The Waterboy Adam Sandler, Kathy Bates, Rob Schneider

21
+ - 319 129
Men in Black is listed (or ranked) 21 on the list The Funniest '90s Movies
Men in Black Will Smith, Sylvester Stallone, Steven Spielberg

22
+ - 283 159
Clueless is listed (or ranked) 22 on the list The Funniest '90s Movies
Clueless Alicia Silverstone, Brittany Murphy, Paul Rudd

23
+ - 325 172
The Mask is listed (or ranked) 23 on the list The Funniest '90s Movies
The Mask Cameron Diaz, Jim Carrey, Ben Stein

24
+ - 326 147
Toy Story is listed (or ranked) 24 on the list The Funniest '90s Movies
Toy Story Tom Hanks, Tim Allen, Don Rickles

25
+ - 223 148
Kingpin is listed (or ranked) 25 on the list The Funniest '90s Movies
Kingpin Bill Murray, Woody Harrelson, Randy Quaid

26
+ - 245 97
The Sandlot is listed (or ranked) 26 on the list The Funniest '90s Movies
The Sandlot James Earl Jones, Denis Leary, Karen Allen

27
+ - 313 169
Austin Powers: The Spy Who Sha... is listed (or ranked) 27 on the list The Funniest '90s Movies
Austin Powers: The Spy Who Shagged Me Elizabeth Hurley, Heather Graham, Will Ferrell

28
+ - 290 141
Friday is listed (or ranked) 28 on the list The Funniest '90s Movies
Friday Ice Cube, Meagan Good, Nia Long

29
+ - 238 118
Cool Runnings is listed (or ranked) 29 on the list The Funniest '90s Movies
Cool Runnings John Candy, Malik Yoba, Jay Brazeau

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+ - 221 129
Kindergarten Cop is listed (or ranked) 30 on the list The Funniest '90s Movies
Kindergarten Cop Arnold Schwarzenegger, Odette Annable, Angela Bassett

31
+ - 246 162
Ace Ventura: When Nature Calls is listed (or ranked) 31 on the list The Funniest '90s Movies
Ace Ventura: When Nature Calls Jim Carrey, Sophie Okonedo, Adewale Akinnuoye-Agbaje

32
+ - 258 144
What About Bob? is listed (or ranked) 32 on the list The Funniest '90s Movies
What About Bob? Bill Murray, Richard Dreyfuss, Charlie Korsmo

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+ - 262 142
Robin Hood: Men in Tights is listed (or ranked) 33 on the list The Funniest '90s Movies
Robin Hood: Men in Tights Patrick Stewart, Mel Brooks, Dave Chappelle

34
+ - 264 128
Dazed and Confused is listed (or ranked) 34 on the list The Funniest '90s Movies
Dazed and Confused Ben Affleck, Milla Jovovich, Matthew McConaughey

35
+ - 189 126
City Slickers is listed (or ranked) 35 on the list The Funniest '90s Movies
City Slickers Jake Gyllenhaal, Billy Crystal, Danielle Harris

36
+ - 225 181
South Park: Bigger, Longer & U... is listed (or ranked) 36 on the list The Funniest '90s Movies
South Park: Bigger, Longer & Uncut George Clooney, Minnie Driver, Isaac Hayes

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+ - 168 151
The Nutty Professor is listed (or ranked) 37 on the list The Funniest '90s Movies
The Nutty Professor Eddie Murphy, Jada Pinkett Smith, Dave Chappelle

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+ - 183 140
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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+ - 204 131
Half Baked is listed (or ranked) 39 on the list The Funniest '90s Movies
Half Baked Snoop Dogg, Jon Stewart, Willie Nelson

40
+ - 216 135
Clerks is listed (or ranked) 40 on the list The Funniest '90s Movies
Clerks Kevin Smith, Jason Mewes, Scott Mosier

41
+ - 149 132
Beavis and Butt-head Do Americ... is listed (or ranked) 41 on the list The Funniest '90s Movies
Beavis and Butt-head Do America Demi Moore, Bruce Willis, David Letterman

42
+ - 191 148
Dogma is listed (or ranked) 42 on the list The Funniest '90s Movies
Dogma Ben Affleck, Matt Damon, Chris Rock

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+ - 208 127
10 Things I Hate About You is listed (or ranked) 43 on the list The Funniest '90s Movies
10 Things I Hate About You Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger

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+ - 178 126
Addams Family Values is listed (or ranked) 44 on the list The Funniest '90s Movies
Addams Family Values Christina Ricci, Christopher Lloyd, Anjelica Huston

45
+ - 138 126
Don't Be a Menace to South Cen... is listed (or ranked) 45 on the list The Funniest '90s Movies

46
+ - 195 124
The Naked Gun 2½: The Smell of... is listed (or ranked) 46 on the list The Funniest '90s Movies
The Naked Gun 2½: The Smell of Fear O. J. Simpson, Leslie Nielsen, Zsa Zsa Gábor

47
+ - 168 140
Hot Shots! is listed (or ranked) 47 on the list The Funniest '90s Movies
Hot Shots! Charlie Sheen, Kristy Swanson, Valeria Golino

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+ - 193 131
Father of the Bride is listed (or ranked) 48 on the list The Funniest '90s Movies
Father of the Bride Steve Martin, Diane Keaton, Martin Short

49
+ - 152 130
The Mighty Ducks is listed (or ranked) 49 on the list The Funniest '90s Movies
The Mighty Ducks Joshua Jackson, Emilio Estevez, Dan Tamberelli

50
+ - 116 63
Major Payne is listed (or ranked) 50 on the list The Funniest '90s Movies
Major Payne Damon Wayans, Karyn Parsons, Bam Bam Bigelow