Here is my recommend comedy viewing list. The full list is in alphabetical order (I didn't want to try to rank them) and the links take you to the Internet Movie Database where you can read reviews. I'm not saying that these are all great movies, but I do think they are all at least worth a video rental when you're desperate for some comedy.
You may also want to check out the Wikipedia List of Comedy Movies. You can browse through the listing hopefully find some good movies that you'd forgotten about. Another good way to find movie lists that fit your tastes is to enter several of your favorite movies in your favorite search engine (put each movie title in quotes) and find lists made by others that have similar tastes to you.
Anyway, here is my list.
- 1941 (1979) Spielburg's big budget comedy epic.
- Ace Ventura: Pet Detective (1994)
- Ace Ventura: When Nature Calls (1995)
- Airheads (1994) He's that guy.
- Airplane (1980) Surely you have to watch this.
- American Graffiti (1973)
- American Pie (1999) Stifler rules!
- American Pie II (2001) Stifler rules!
- American Wedding (2003) Stifler dances? and rules!
- Animal House (1978) I have this one on my double-secret movie list.
- Attack of the Killer Tomatoes (1978) The low budget classic.
- Back to the Beach (1987) Put on your hair helmet and watch this movie.
- Bad News Bears (1976) The remake was ok too, but what's the point. See the original.
- Bad Santa (2003)
- Balls of Fury (2007)
- Bandits (2001)
- Barbershop (2002)
- Beavis and Butthead Do America (1996)
- Better Off Dead (1985) Ricky!!!
- Beverly Hills Cop (1984)
- Big Man on Campus (1989) Bob Maloogaloogaloogalooga Looga. Low budget, but worth a look.
- Big Trouble in Little China (1986)
- Blazing Saddles (1974) It's a n. . .
- Borat: Cultural Learnings of America for Benefit Glorious Nation of Kasakhstan (2006)
- Bubble Boy (2001) He stole my freaks. Academy award winner Jake Gyllenhaal at his finest.
- Cabin Boy (1994)
- Caddyshack (1980) We don't even need a reason.
- Cannibal Women in the Avocado Jungle of Death (1989) Worth it just for the reference to "the donahues".
- Car Wash (1976)
- Caveman (1981)
- CB4 (1993) Rap version of Spinal Tap
- Crocodile Dundee (1986)
- Dazed and Confused (1993) All I'm saying is watch Mathew McConaughey's stoned scene.
- Dead Man on Campus (1998)
- Dead Men Don't Wear Plaid (1982) Black and white was never so funny.
- Deuce Bigalow: Male Gigalo (1999)
- Dickie Roberts: Former Child Star (2003) Stranger Danger
- Dill Scallion (1999) Country version of Spinal Tap.
- Dirty Rotten Scoundrels (1988) May I go to the bathroom?
- Dirty Work (1998) Norm MacDonald is so underrated.
- Dogma (1999)
- Don't Be a Menace to South Central While Drinking Your Juice in the Hood (1996)
- Down Periscope (1996)
- Dude Where's My Car (2000)
- Dumb and Dumber (1994) Way funnier than it sounds.
- Dumb and Dumberer: When Harry Met Loyd (2003) The younger Harry and Loyd are perfect.
- Elvira, Mistress of the Dark (1998) And she's funny too.
- Eurotrip (2004) But it was your sister!
- Evolution (2001)
- Fargo (1996)
- Fast Times at Ridgemont High (1982) Spicoli rules.
- Fear of a Black Hat (1994) Rap version of Spinal Tap
- Fletch (1985)
- Fletch Lives (1989) They multiply by masturbation.
- Forest Gump (1994)
- Freaked (1993)
- Freeway (1996) Look who got whooped with the ugly stick.
- Friday (1995)
- Friday After Next (2002)
- Galaxy Quest (1999) Scifunny.
- Good Burger (1997)
- Grandma's Boy (2006)
- Harold & Kumar go to White Castle (2004)
- Hot Fuzz (2007)
- Hot Shots! (1991)
- Hot Shots! Part Deux (1993)
- I'm Gonna Get You Sucka (1988) Or you can take the stairs.
- Jackass: The Movie (2002)
- Jackass Number Two (2006)
- Jay and Silent Bob Strike Back (2001) Should I be writing shit about this on the internet?
- Joe Dirt (2001)
- Joe's Apartment (1996)
- Kids In The Hall: Brain Candy (1996)
- Kingpin (1996) See this movie or you may end up munsoned.
- Knocked Up (2007)
- Life of Brian (1979)
- Lightning Jack (1994)
- Little Nicky (2000) One more use for Pineapples.
- MASH (1970)
- Me, Myself, and Irene (2000)
- Midnight Run (1988)
- Mo' Money (1992)
- Monty Python and the Holy Grail (1975)
- Moving Violations (1985) You never forget the urinal scene.
- Mr. Woodcock (2007)
- My Big Fat Independent Movie (2005)
- Napoleon Dynamite (2004) Check out this movie, gosh!
- National Lampoon's Vacation (1983) Any of the Vacation movies are worth watching.
- Natinoal Lampoon's European Vacation (1985)
- National Lampoon's Christmas Vacation (1989)
- National Lampoon's Vegas Vacation (1997)
- Next Friday (2000)
- Not Another Teen Movie (2001)
- Nurse Betty (2000)
- Oh Brother Where Art Thou (2000) Truly original.
- Old School (2003) Earmuffs.
- Orgazmo (1997) I don't want to sound like a queer or nothin, but this is funny.
- Pee-wee's Big Adventure (1985) My Bike!
- Police Academy (1984) Don't let the endless sequels keep you away from the original.
- Pootie Tang (2001)
- Porky's (1982)
- Porky's II The Next Day (1983)
- Porky's Revenge (1985)
- Reno 911 Miami (2007)
- Repo Man (1984) Cult classic.
- Revenge of the Nerds (1984)
- Shaun of the Dead (2004)
- Shriek If You Know What I Did Last Friday the 13th (2000)
- Say It Isn't So (2001) The way all romantic comedies should be.
- Saving Silverman (2001)
- Scary Movie (2000)
- Scary Movie 2 (2001)
- Scary Movie 3 (2003)
- Screwed (2000)
- Scrooged (1988)
- Sixteen Candles (1984)
- Spaceballs (1987) Mel Brooks does Star Wars.
- Strange Brew (1983) Good movie, eh.
- Stripes (1981) and if any of you homos . . .
- Super Troopers (2001) The first 20 minutes is a classic.
- Tank Girl (1995)
- The Adventures of Ford Fairlane (1990) Yes, I thought Ford Fairlane was funny.
- The Best of Triumph the Insult Comic Dog (2004)
- The Burbs (1989)
- The Gods Must be Crazy (1980) Funny and educational.
- The Goonies (1985)
- The Ice Pirates (1984) Eeeeew, space herpes.
- The In-laws (1979) This is the original. Remember, serpentine.
- The Jerk (1979) Steve Martin as a poor black child.
- The Hot Chick (2002)
- The Life and Hard Times of Guy Terrifico (2005) Country version of Spinal Tap
- The Man Who Knew Too Little (1997)
- The Naked Gun (1988)
- The New Guy (2002) Eddie Griffen and the geeky kid.
- The Nude Bomb (1980)
- The Princess Bride (1987)
- The Wash (2001)
- The Whole Nine Yards (2000)
- There's Something About Mary (1998)
- This is Spinal Tap (1984) I give it Eleven Stars. See my Spinal Tap contribution on 8-Track Moments.
- Tremors (1990)
- Uncle Buck (1989)
- Undercover Brother (2002) Slap on the mayonaise and enjoy.
- Up the Creek (1984)
- Up In Smoke (1978) The stoner movie that started it all.
- Wayne's World (1992)
- Wierd Science (1985)
- Weirdsville (2007) Yeah, this one is weird.
- Without a Paddle (2004)
- Young Einstein (1988)