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
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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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2
+ - 512 312
Home Alone is listed (or ranked) 2 on the list The Funniest '90s Movies
Home Alone Macaulay Culkin, Joe Pesci, John Candy

3
+ - 531 252
Groundhog Day is listed (or ranked) 3 on the list The Funniest '90s Movies
Groundhog Day Bill Murray, Andie MacDowell, Michael Shannon

4
+ - 612 276
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
+ - 451 225
Mrs. Doubtfire is listed (or ranked) 5 on the list The Funniest '90s Movies
Mrs. Doubtfire Robin Williams, Pierce Brosnan, Sally Field

6
+ - 450 196
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
+ - 458 216
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
+ - 465 222
Liar Liar is listed (or ranked) 8 on the list The Funniest '90s Movies
Liar Liar Jim Carrey, Jennifer Tilly, Krista Allen

9
+ - 448 228
American Pie is listed (or ranked) 9 on the list The Funniest '90s Movies
American Pie Alyson Hannigan, Tara Reid, Shannon Elizabeth

10
+ - 529 183
Happy Gilmore is listed (or ranked) 10 on the list The Funniest '90s Movies
Happy Gilmore Adam Sandler, Ben Stiller, Julie Bowen

11
+ - 423 188
Wayne's World is listed (or ranked) 11 on the list The Funniest '90s Movies
Wayne's World Alice Cooper, Mike Myers, Rob Lowe

12
+ - 505 199
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
+ - 533 187
Tommy Boy is listed (or ranked) 13 on the list The Funniest '90s Movies
Tommy Boy Dan Aykroyd, Rob Lowe, Bo Derek

14
+ - 365 186
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
+ - 393 170
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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+ - 322 200
Rush Hour is listed (or ranked) 16 on the list The Funniest '90s Movies
Rush Hour Jackie Chan, Roselyn Sánchez, Chris Tucker

17
+ - 301 191
Big Daddy is listed (or ranked) 17 on the list The Funniest '90s Movies
Big Daddy Adam Sandler, Jon Stewart, Steve Buscemi

18
+ - 354 168
The Wedding Singer is listed (or ranked) 18 on the list The Funniest '90s Movies
The Wedding Singer Drew Barrymore, Adam Sandler, Steve Buscemi

19
+ - 389 185
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
+ - 247 163
Kingpin is listed (or ranked) 20 on the list The Funniest '90s Movies
Kingpin Bill Murray, Woody Harrelson, Randy Quaid

21
+ - 303 176
Clueless is listed (or ranked) 21 on the list The Funniest '90s Movies
Clueless Alicia Silverstone, Brittany Murphy, Paul Rudd

22
+ - 378 175
The Waterboy is listed (or ranked) 22 on the list The Funniest '90s Movies
The Waterboy Adam Sandler, Kathy Bates, Rob Schneider

23
+ - 341 140
Men in Black is listed (or ranked) 23 on the list The Funniest '90s Movies
Men in Black Will Smith, Sylvester Stallone, Steven Spielberg

24
+ - 348 187
The Mask is listed (or ranked) 24 on the list The Funniest '90s Movies
The Mask Cameron Diaz, Jim Carrey, Ben Stein

25
+ - 317 153
Friday is listed (or ranked) 25 on the list The Funniest '90s Movies
Friday Ice Cube, Meagan Good, Nia Long

26
+ - 270 173
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

27
+ - 249 193
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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+ - 233 145
Kindergarten Cop is listed (or ranked) 28 on the list The Funniest '90s Movies
Kindergarten Cop Arnold Schwarzenegger, Odette Annable, Angela Bassett

29
+ - 333 183
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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+ - 202 140
City Slickers is listed (or ranked) 30 on the list The Funniest '90s Movies
City Slickers Jake Gyllenhaal, Billy Crystal, Danielle Harris

31
+ - 352 157
Toy Story is listed (or ranked) 31 on the list The Funniest '90s Movies
Toy Story Tom Hanks, Tim Allen, Don Rickles

32
+ - 255 130
Cool Runnings is listed (or ranked) 32 on the list The Funniest '90s Movies
Cool Runnings John Candy, Malik Yoba, Jay Brazeau

33
+ - 276 156
What About Bob? is listed (or ranked) 33 on the list The Funniest '90s Movies
What About Bob? Bill Murray, Richard Dreyfuss, Charlie Korsmo

34
+ - 285 152
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
+ - 178 162
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
+ - 263 109
The Sandlot is listed (or ranked) 36 on the list The Funniest '90s Movies
The Sandlot James Earl Jones, Denis Leary, Karen Allen

37
+ - 282 141
Dazed and Confused is listed (or ranked) 37 on the list The Funniest '90s Movies
Dazed and Confused Ben Affleck, Milla Jovovich, Matthew McConaughey

38
+ - 199 151
Galaxy Quest is listed (or ranked) 38 on the list The Funniest '90s Movies
Galaxy Quest Sigourney Weaver, Alan Rickman, Tim Allen

39
+ - 163 149
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

40
+ - 149 141
Don't Be a Menace to South Cen... is listed (or ranked) 40 on the list The Funniest '90s Movies

41
+ - 154 178
Romy and Michele's High School... is listed (or ranked) 41 on the list The Funniest '90s Movies
Romy and Michele's High School Reunion Lisa Kudrow, Janeane Garofalo, Mira Sorvino

42
+ - 181 150
Hot Shots! is listed (or ranked) 42 on the list The Funniest '90s Movies
Hot Shots! Charlie Sheen, Kristy Swanson, Valeria Golino

43
+ - 199 161
Dogma is listed (or ranked) 43 on the list The Funniest '90s Movies
Dogma Ben Affleck, Matt Damon, Chris Rock

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44
+ - 218 143
Half Baked is listed (or ranked) 44 on the list The Funniest '90s Movies
Half Baked Snoop Dogg, Jon Stewart, Willie Nelson

45
+ - 141 166
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

46
+ - 162 143
The Mighty Ducks is listed (or ranked) 46 on the list The Funniest '90s Movies
The Mighty Ducks Joshua Jackson, Emilio Estevez, Dan Tamberelli

47
+ - 183 139
Addams Family Values is listed (or ranked) 47 on the list The Funniest '90s Movies
Addams Family Values Christina Ricci, Christopher Lloyd, Anjelica Huston

48
+ - 225 148
Clerks is listed (or ranked) 48 on the list The Funniest '90s Movies
Clerks Kevin Smith, Jason Mewes, Scott Mosier

49
+ - 208 137
Father of the Bride is listed (or ranked) 49 on the list The Funniest '90s Movies
Father of the Bride Steve Martin, Diane Keaton, Martin Short

50
+ - 210 131
The Naked Gun 2½: The Smell of... is listed (or ranked) 50 on the list The Funniest '90s Movies
The Naked Gun 2½: The Smell of Fear O. J. Simpson, Leslie Nielsen, Zsa Zsa Gábor