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 onscreen duo did the same with "Black Sheep" and "Tommy Boy."
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Clerks.
Dumb & Dumber
Groundhog Day
Happy Gilmore
Home Alone
Office Space
Rush Hour
There's Something About Mary
The Big Lebowski
Tommy Boy