I was just talking with friends about how there was about a 30 year window from mid 1970s to mid 2000s which was peak comedy and everything drops off significantly outside of that window, minus a few outliers here and there. My top comedy is probably OG Ghostbusters, simply because I watched a VHS recorded TV edit on repeat as a kid haha.
Ugh, we are in a major comedy film drought for so long now that I can't even recall what a funny movie actually is.
The Jerk (thanks for reminding me, above poster)
History of the World Pt 2
Planes, Trains, and Automobiles
This Is The End
Punch Drunk Love
Kentucky Fried Movie
The Naked Gun
Pee Wee's Big Adventure (great movie, definitely funny, but I think it falls under the category as more "weird," but still)
Things that stick out in my mind as pretty funny but it's been so long that I am not sure if they hold up:
When Harry Met Sally (are you seeing a trend here?)
Fast Times at Ridgemont High
Revenge of the Nerds