I don't see a lot of movies, so my list may be outdated. I too will include the SW and IJ films as one. Not really in order...
1. Star Wars cinema
2. Indiana Jones trilogy
3. Airplane! duology (?)
4. The Shawshank Redemption
5. Mr. Holland's Opus
6. Lord of the Rings: Fellowship of the Ring
7. Harry Potter and the Sorceror's Stone
8. Dead Poet's Society
9. The Breakfast Club
10. Cool Hand Luke
12. Stand and Deliver
13. Field of Dreams
14. Top Secret!
15. History of the World, part I
16. Shindler's List
17. Naked Gun + 2 1/2 + 33 1/3
18. Back to the Future (not the 2 sequels)
19. Cannonball Run
20. Smokey and the Bandit trilogy
Breaking the rules of list making? So?