I love the Stooges and Marx Brothers.
I know I saw Modern Times, but I don't remember it much. That's an iconic image, of course. I've seen a few other Chaplin movies. I could never get into silent movies, but I can watch Buster Keaton. His stunts were amazing.
Paul Newman's Slap Shot is a favorite of mine. Airplane! and Vacation are classics. Mel Brooks' Young Frankenstein and Blazing Saddles are all-time greats. Peter Sellers in The Pink Panther movies. Some Like It Hot.
I remember watching Clerks daily one summer. I haven't seen it in 20 years though. Wonder how well it would hold up?
For lesser known movies, I like the Fox trilogy by Red Skelton. Mystery parodies from the 30's and 40's are favorites of mine and Whistling In The Dark, Whistling In Dixie and Whistling In Brooklyn are fine examples.
Bubba Ho-Tep is such an off the wall comedy. I love it.
I'm a fan of the movies of the 30's and 40's and so parodies like Johnny Dangerously and Dead Men Don't Wear Plaid really hit my funny bone.
A movie I watched tonight was the Bogart classic All Through The Night. It's a great combo of comedy, gangster, noir and WWII propaganda. It features plenty of the Warner Bros. familiar faces and has a great role by Peter Lorre as the bad guy, as well as early cameos by Jackie Gleason and Phil Silvers. One of my favorites.