From nearly 70,000 reader votes on more than 50 sports comedies …
#5 – Talladega Nights: The Ballad of Ricky Bobby
It was the first of Will Ferrell's three consecutive sports movies (let's just ignore "Kicking & Screaming") and the best. Really, the movie's only flaw is that it portrayed NASCAR drivers as much smarter than they really are.
#4 – Dodgeball: A True Underdog Story
"Dodgeball" reminded the nation of what was once great about American education: that several times a week we could hit people weaker than us in the face as hard as possible with a rubber kickball.
#3 – Happy Gilmore
It's probably Adam Sandler's most quotable movie. "The price is wrong, BITCH." "You eat pieces of shit for breakfast?" And [some weird, mumbling Adam Sandler noise which, granted, is in all of his movies].
#2 – Major League
"Major League" vs. "Caddyshack" for funniest sports movie of all-time. It's a debate that's been held at many a sports bar. There's no way to pick a clear winner. If someone asks you which movie you think is better, it might be better to just stall. Say something like: "Let me get back to you, will ya, Charlie? I got a guy on the other line asking about some white walls."
#1 – Caddyshack
Bill Murray, Chevy Chase, Rodney Dangerfield, Ted Knight. You can't beat the cast. And the writing was outstanding. Best of all, the sequel was so god-awful that it made everyone cherish the first movie even more.