Originally by Ranker FilmList 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.
1
4,4271,523Happy Gilmore
Adam Sandler, Ben StillerReleased: 1996
Directed by: Dennis Dugan
2
3,6241,662Ace Ventura: Pet Detective
Jim Carrey, Courteney CoxReleased: 1994
Directed by: Tom Shadyac
3
4,5892,242Dumb and Dumber
Jim Carrey, Jeff DanielsReleased: 1994
Directed by: Peter Farrelly, Bobby Farrelly
4
4,1471,230Tommy Boy
Dan Aykroyd, Rob LoweReleased: 1995
Directed by: Peter Segal
5
2,5451,140Friday
Ice Cube, Meagan GoodReleased: 1995
Directed by: F. Gary Gray
6
3,2291,630There's Something About Mary
Cameron Diaz, Sarah SilvermanReleased: 1998
Directed by: Peter Farrelly, Bobby Farrelly
7
2,9931,378Billy Madison
Adam Sandler, Steve BuscemiReleased: 1995
Directed by: Tamra Davis
8
2,7591,447My Cousin Vinny
Marisa Tomei, Joe PesciReleased: 1992
Directed by: Jonathan Lynn
9
2,8571,361The Waterboy
Adam Sandler, Kathy BatesReleased: 1998
Directed by: Frank Coraci
10
3,4751,767Mrs. Doubtfire
Robin Williams, Pierce BrosnanReleased: 1993
Directed by: Chris Columbus, Chuck Jones
11
3,3241,776Austin Powers: International Man of Mystery
Elizabeth Hurley, Will FerrellReleased: 1997
Directed by: Jay Roach
12
3,2271,762Liar Liar
Jim Carrey, Jennifer TillyReleased: 1997
Directed by: Tom Shadyac
13
2,163843The Sandlot
James Earl Jones, Denis LearyReleased: 1993
Directed by: David M. Evans
14
2,7511,448The Wedding Singer
Drew Barrymore, Adam SandlerReleased: 1998
Directed by: Frank Coraci
15
3,2361,737American Pie
Alyson Hannigan, Tara ReidReleased: 1999
Directed by: Chris Weitz, Paul Weitz
16
3,1671,611Wayne's World
Alice Cooper, Mike MyersReleased: 1992
Directed by: Penelope Spheeris
17
3,5672,031Groundhog Day
Bill Murray, Andie MacDowellReleased: 1993
Directed by: Harold Ramis
18
2,4281,008Men in Black
Will Smith, Sylvester StalloneReleased: 1997
Directed by: Barry Sonnenfeld
19
3,5742,230Home Alone
Macaulay Culkin, Joe PesciReleased: 1990
Directed by: Chris Columbus
20
2,3811,112Toy Story
Tom Hanks, Tim AllenReleased: 1995
Directed by: John Lasseter
21
2,6861,452The Big Lebowski
Julianne Moore, Jeff BridgesReleased: 1998
Directed by: Ethan Coen, Joel Coen
22
2,0991,268Austin Powers: The Spy Who Shagged Me
Elizabeth Hurley, Heather GrahamReleased: 1999
Directed by: Jay Roach
23
2,4761,501Big Daddy
Adam Sandler, Jon StewartReleased: 1999
Directed by: Dennis Dugan
24
2,4341,352Clueless
Alicia Silverstone, Brittany MurphyReleased: 1995
Directed by: Amy Heckerling
25
1,242594A League of Their Own
Madonna, Tom HanksReleased: 1992
Directed by: Penny Marshall
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25