Listmania!
The Funniest Classic Films
By an Amazon.com customer
Bringing Up Baby (Two-Disc Special Edition)Bringing Up Baby (Two-Disc Special Edition)
Buy new: $11.99 / Used from: $20.87
This is a timeless gem that never gets old, and is hilarious! Cary Grant and Kathrine Hepburn at their best!
Arsenic and Old LaceArsenic and Old Lace
Buy new: $9.99 / Used from: $7.00
Another great Cary Grant comedy, totally off the wall.
Return of the Pink PantherReturn of the Pink Panther
Buy new: $10.99 / Used from: $5.03
Probably one of the best from the Peter Sellers Pink Panther movies, but any of them are worth watching :)
The Court JesterThe Court Jester
Buy new: $9.49 / Used from: $4.93
Probably the funniest Danny Kaye movie. A robin Hood type spoof with a great cast including Angela Lansbury, Basil Rathbone and Glynis Johns, one not to miss!
Duck Soup [Chico Marx and Zeppo Marx]Duck Soup [Chico Marx and Zeppo Marx]
Probably the best Marx Brothers movie, a total riot!
A Night at the OperaA Night at the Opera
Buy new: $17.99 / Used from: $9.68
Another total gem from the Marx Brothers, as they destroy an opera house!
It's a Mad, Mad, Mad, Mad WorldIt's a Mad, Mad, Mad, Mad World
Buy new: $10.99 / Used from: $4.85
This movie is long, but so so funny!
Singin' in the Rain (Two-Disc Special Edition)Singin' in the Rain (Two-Disc Special Edition)
Buy new: $11.99 / Used from: $11.48
Great musical and comedy, Gene Kelly at his best!
The General (The Ultimate 2-Disc Edition) (1926)The General (The Ultimate 2-Disc Edition) (1926)
Buy new: $25.49 / Used from: $13.37
If you enjoy silent films, this one is the ultimate classic, and not to be missed. If you like this try Charlie Chaplin The Kid or Great Dictator.
Dr. Strangelove or How I Learned to Stop Worrying and Love the Bomb (Two-Disc Special Edition)Dr. Strangelove or How I Learned to Stop Worrying and Love the Bomb (Two-Disc Special Edition)
Buy new: $14.49 / Used from: $7.38
This humor is less laugh out loud, but still deserves to be among the great comedies for it's satire, and Peter Sellers is amazing as always.
Monty Python's Life Of Brian - The Immaculate EditionMonty Python's Life Of Brian - The Immaculate Edition
Buy new: $7.99 / Used from: $6.78
In my opinion the best Monty Python movie made, Holy Grail is amazing, but this has a more cohesive story.
The Blues Brothers  (Widescreen 25th Anniversary Edition)The Blues Brothers (Widescreen 25th Anniversary Edition)
Buy new: $8.99 / Used from: $6.49
I realize this is pushing out of the classics range, but it was an instant classic in itself, and one of the funniest films ever. If you like this also try Animal House.