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)

orgazmo

24. Nothing to Lose (1997) (imdb)

nothing to lose

23. Friday (1995) (imdb)

friday

22. Can’t Hardly Wait (1998) (imdb)

cant hardly wait

21. CB4 (1993) (imdb)

CB4

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)

clueless

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)

kingpin

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)

clerks

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)

BASEketball

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

dont tell mom the babysitters dead

PCU (1994) (imdb)

pcu

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

About The Author

What started as a hobby has turned into so much more. The site has changed over the course of the years, but we just try to write about what we enjoy.

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  • Lincoln

    I googled top 20 comedies and the first 10 responses were not even close. You guys seem to hit the nail on the head thanks for reminding me about these great movies.

  • Nick

    Props for the love for Nothing to Lose, which is very underrated. But Vegas Vacation? And it’s #11? C’mon!

  • Jackson Pringle

    WHERE’S BIG DADDY?

  • MH

    You want an obvious one?                              Detroit Rock City!

    Other than that your list is pretty ok.

  • always thought “airheards” was funny as hell and was better than the childish “billy madison”, “happy gilmore” had me rolling the whole movie the first time i saw it in theaters

    • Holy shit, I left Airheads off this list? That’s totally my bad, I 100% agree that it’s better than Billy Madison, not sure about Happy Gilmore, but that should definitely be on this list. I’ll take full responsibility for leaving that one off.

  • Paintjimmy49

    dumb and dumber now that’s a pretty great movie right there

  • Gabriellaxtc

    great fuckin list!!!!