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
+ - 455 190
Dumb and Dumber is listed (or ranked) 1 on the list The Funniest '90s Movies
Dumb and Dumber Jim Carrey, Jeff Daniels Teri Garr

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2
+ - 356 180
Office Space is listed (or ranked) 2 on the list The Funniest '90s Movies
Office Space Jennifer Aniston, John C. McGinley Mike Judge

3
+ - 405 214
Home Alone is listed (or ranked) 3 on the list The Funniest '90s Movies
Home Alone Macaulay Culkin, Joe Pesci John Candy

4
+ - 391 179
Groundhog Day is listed (or ranked) 4 on the list The Funniest '90s Movies
Groundhog Day Bill Murray, Andie MacDowell Michael Shannon

5
+ - 380 132
Happy Gilmore is listed (or ranked) 5 on the list The Funniest '90s Movies
Happy Gilmore Adam Sandler, Ben Stiller Julie Bowen

6
+ - 346 152
There's Something About Mary is listed (or ranked) 6 on the list The Funniest '90s Movies
There's Something About Mary Cameron Diaz, Sarah Silverman Ben Stiller

7
+ - 348 151
Liar Liar is listed (or ranked) 7 on the list The Funniest '90s Movies
Liar Liar Jim Carrey, Jennifer Tilly Krista Allen

8
+ - 335 156
Mrs. Doubtfire is listed (or ranked) 8 on the list The Funniest '90s Movies
Mrs. Doubtfire Robin Williams, Pierce Brosnan Sally Field

9
+ - 380 147
Ace Ventura: Pet Detective is listed (or ranked) 9 on the list The Funniest '90s Movies
Ace Ventura: Pet Detective Jim Carrey, Courteney Cox Dan Marino

10
+ - 318 146
Austin Powers: International M... is listed (or ranked) 10 on the list The Funniest '90s Movies
Austin Powers: International Man of Mystery Elizabeth Hurley, Will Ferrell Carrie Fisher

11
+ - 389 146
Tommy Boy is listed (or ranked) 11 on the list The Funniest '90s Movies
Tommy Boy Dan Aykroyd, Rob Lowe Bo Derek

12
+ - 342 170
American Pie is listed (or ranked) 12 on the list The Funniest '90s Movies
American Pie Alyson Hannigan, Tara Reid Shannon Elizabeth

13
+ - 312 142
Wayne's World is listed (or ranked) 13 on the list The Funniest '90s Movies
Wayne's World Alice Cooper, Mike Myers Rob Lowe

14
+ - 283 121
Billy Madison is listed (or ranked) 14 on the list The Funniest '90s Movies
Billy Madison Adam Sandler, Steve Buscemi Chris Farley

15
+ - 265 133
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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16
+ - 256 126
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
+ - 256 148
Rush Hour is listed (or ranked) 17 on the list The Funniest '90s Movies
Rush Hour Jackie Chan, Roselyn Sánchez Chris Tucker

18
+ - 249 97
Men in Black is listed (or ranked) 18 on the list The Funniest '90s Movies
Men in Black Will Smith, Sylvester Stallone Steven Spielberg

19
+ - 275 133
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
+ - 218 130
Big Daddy is listed (or ranked) 20 on the list The Funniest '90s Movies
Big Daddy Adam Sandler, Jon Stewart Steve Buscemi

21
+ - 276 132
The Waterboy is listed (or ranked) 21 on the list The Funniest '90s Movies
The Waterboy Adam Sandler, Kathy Bates Rob Schneider

22
+ - 227 124
Clueless is listed (or ranked) 22 on the list The Funniest '90s Movies
Clueless Alicia Silverstone, Brittany Murphy Paul Rudd

23
+ - 260 136
The Mask is listed (or ranked) 23 on the list The Funniest '90s Movies
The Mask Cameron Diaz, Jim Carrey Ben Stein

24
+ - 266 119
Toy Story is listed (or ranked) 24 on the list The Funniest '90s Movies
Toy Story Tom Hanks, Tim Allen Don Rickles

25
+ - 264 136
Austin Powers: The Spy Who Sha... is listed (or ranked) 25 on the list The Funniest '90s Movies
Austin Powers: The Spy Who Shagged Me Elizabeth Hurley, Heather Graham Will Ferrell

26
+ - 192 93
Cool Runnings is listed (or ranked) 26 on the list The Funniest '90s Movies
Cool Runnings John Candy, Malik Yoba Jay Brazeau

27
+ - 233 116
Friday is listed (or ranked) 27 on the list The Funniest '90s Movies
Friday Ice Cube, Meagan Good Nia Long

28
+ - 177 98
Kindergarten Cop is listed (or ranked) 28 on the list The Funniest '90s Movies
Kindergarten Cop Arnold Schwarzenegger, Odette Annable Angela Bassett

29
+ - 178 75
The Sandlot is listed (or ranked) 29 on the list The Funniest '90s Movies
The Sandlot James Earl Jones, Denis Leary Karen Allen

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+ - 170 115
Kingpin is listed (or ranked) 30 on the list The Funniest '90s Movies
Kingpin Bill Murray, Woody Harrelson Randy Quaid

31
+ - 198 129
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
+ - 205 113
Robin Hood: Men in Tights is listed (or ranked) 32 on the list The Funniest '90s Movies
Robin Hood: Men in Tights Patrick Stewart, Mel Brooks Dave Chappelle

33
+ - 205 120
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
+ - 209 108
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
+ - 150 105
City Slickers is listed (or ranked) 35 on the list The Funniest '90s Movies
City Slickers Jake Gyllenhaal, Billy Crystal Danielle Harris

36
+ - 135 120
The Nutty Professor is listed (or ranked) 36 on the list The Funniest '90s Movies
The Nutty Professor Eddie Murphy, Jada Pinkett Smith Dave Chappelle

37
+ - 170 156
South Park: Bigger, Longer & U... is listed (or ranked) 37 on the list The Funniest '90s Movies
South Park: Bigger, Longer & Uncut George Clooney, Minnie Driver Isaac Hayes

38
+ - 144 104
Galaxy Quest is listed (or ranked) 38 on the list The Funniest '90s Movies
Galaxy Quest Sigourney Weaver, Alan Rickman Tim Allen

39
+ - 171 98
10 Things I Hate About You is listed (or ranked) 39 on the list The Funniest '90s Movies
10 Things I Hate About You Joseph Gordon-Levitt, Gabrielle Union Heath Ledger

40
+ - 167 102
Father of the Bride is listed (or ranked) 40 on the list The Funniest '90s Movies
Father of the Bride Steve Martin, Diane Keaton Martin Short

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+ - 158 97
The Naked Gun 2½: The Smell of... is listed (or ranked) 41 on the list The Funniest '90s Movies
The Naked Gun 2½: The Smell of Fear O. J. Simpson, Leslie Nielsen Zsa Zsa Gábor

42
+ - 142 100
Addams Family Values is listed (or ranked) 42 on the list The Funniest '90s Movies
Addams Family Values Christina Ricci, Christopher Lloyd Anjelica Huston

43
+ - 149 120
Dogma is listed (or ranked) 43 on the list The Funniest '90s Movies
Dogma Ben Affleck, Matt Damon Chris Rock

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+ - 166 115
Clerks is listed (or ranked) 44 on the list The Funniest '90s Movies
Clerks Kevin Smith, Jason Mewes Scott Mosier

45
+ - 190 134
Home Alone 2: Lost in New York is listed (or ranked) 45 on the list The Funniest '90s Movies
Home Alone 2: Lost in New York Donald Trump, Macaulay Culkin Tim Curry

46
+ - 135 116
Hot Shots! is listed (or ranked) 46 on the list The Funniest '90s Movies
Hot Shots! Charlie Sheen, Kristy Swanson Valeria Golino

47
+ - 123 103
The Mighty Ducks is listed (or ranked) 47 on the list The Funniest '90s Movies
The Mighty Ducks Joshua Jackson, Emilio Estevez Dan Tamberelli

48
+ - 105 101
Don't Be a Menace to South Cen... is listed (or ranked) 48 on the list The Funniest '90s Movies

49
+ - 80 42
Major Payne is listed (or ranked) 49 on the list The Funniest '90s Movies
Major Payne Damon Wayans, Karyn Parsons Bam Bam Bigelow

50
+ - 127 129
Romy and Michele's High School... is listed (or ranked) 50 on the list The Funniest '90s Movies
Romy and Michele's High School Reunion Lisa Kudrow, Janeane Garofalo Mira Sorvino