As far as recent football movies go (within the last 10 years), I really like The Program. I didn't care too much for Any Given Sunday though it had its moments.
Remember the Titans, though I detest the Tennessee Titans, was good though. When my team (Steelers) played the Titans the last few years, I liked to precede the battle with "Dismember the Titans."
Bang The Drum Slowly (baseball)
Bull Durham (baseball) One of the few movies that has gotten into some of the intracicies of a pro sport
Eight Men Out (baseball) This is a quality Historical baseball flick
Bad News Bears - what can you say they lost in the end and little kids drank beer, it's a classic
Breaking Away (cycling)