Top 30 Comedy Movies from the 1990’s

It’s that time again, time for another “Top… whatever” list. This time it looks like we’re going to dive back into the world of comedy since the “Top 30 Comedy Movies From 2000-2009” seems to be a big hit. This time though, I am going to give a warning. I haven’t seen all of these movies recently, while I do watch some of them again from time to time, I haven’t seen some of them since I was younger which could make my list seem skewed a bit. So take the list with a grain of salt as it’s my opinion based on what I can remember feeling when I saw these movies. A lot of you are probably going to disagree with a lot of my choices here and a lot of you will probably be pissed as to why I may have left your favorite movie off the list *cough* The Cable Guy *cough*… I’ve tried to watch that movie on multiple occasions and just can’t get into it and don’t find it funny, although I know a lot of people do. So with all of that being said, let’s get into my list of the top 30 comedy movies of the 90’s. And for those of you that disagree or want to tell me how fucking stupid I am for putting one movie over another, please voice your opinions in the comments… good or bad, I enjoy reading them.

One last thing, I debated for a while whether or not The Big Lebowski is a true comedy in comparison to the rest of the list below and ultimately came to the conclusion that it didn’t really fit with what I had in my mind as a comedy from the 90s. It would have easily made the top 10 if I had considered it so please don’t hurt me… I love the movie, just didn’t feel it was right for this list at this time.

30. D2: The Mighty Ducks (1994) (imdb)

d2: the mighty ducks

29. Liar Liar (1997) (imdb)

liar liar

28. Billy Madison (1995) (imdb)

billy madison

27. Empire Records (1995) (imdb)

empire records

26. The Waterboy (1998) (imdb)

the waterboy

The rest after the jump…

25. Orgazmo (1997) (imdb)


24. Nothing to Lose (1997) (imdb)

nothing to lose

23. Friday (1995) (imdb)


22. Can’t Hardly Wait (1998) (imdb)

cant hardly wait

21. CB4 (1993) (imdb)


20. South Park – Bigger, Longer & Uncut (1999) (imdb)

south park bigger longer and uncut

19. The Wedding Singer (1998) (imdb)

the wedding singer

18. Dazed & Confused (1993) (imdb)

dazed and confused

17. Robin Hood – Men in Tights (1993) (imdb)

robin hood men in tights

16. Clueless (1995) (imdb)


15. There’s Something About Mary (1998) (imdb)

theres something about mary

14. Ace Ventura: Pet Detective (1994) (imdb)

ace venture pet detective

13. Austin Powers: International Man of Mystery (1997) (imdb)

austin powers international man of mystery

12. Office Space (1999) (imdb)

office space

11. Vegas Vacation (1997) (imdb)

vegas vacation

10. City Slickers (1991) (imdb)

city slickers

9. Happy Gilmore (1996) (imdb)

happy gilmore

8. Tommy Boy (1995) (imdb)

tommy boy

7. Kingpin (1996) (imdb)


6. American Pie (1999) (imdb)

american pie

5. Groundhog Day (1993) (imdb)

groundhog day

4. Home Alone (1990) (imdb)

home alone

3. Wayne’s World (1992) (imdb)

waynes world

2. Clerks (1994) (imdb)


1. Dumb and Dumber (1994) (imdb)

dumb and dumber

“Honorable Mention”

These are more like movies I can watch today and still enjoy even though they are pretty stupid. So not necessarily the next in line as “top comedies” following the list above, but just fun comedies from the 90’s that I remember.

BASEketball (1998) (imdb)


Don’t Tell Mom the Babysitter’s Dead (1991) (imdb)

dont tell mom the babysitters dead

PCU (1994) (imdb)


Kevin Smith Movies | Mallrats/Chasing Amy/Dogma (imdb)

mallrats chasing amy dogma

Kid n Play Movies | House Party/Class Act (imdb)

house party class act

Pauly Shore Movies | Encino Man/Son-In-Law (imdb)

encino man son in law