Top 20: 1999
| # | Movie Title | Rating | Overall | Add |
|---|---|---|---|---|
| 1. | Fight Club | 4.0/4 | 3.3/4 | |
| 2. | American Beauty | 4.0/4 | 3.1/4 | |
| 3. | The Matrix | 3.5/4 | 3.2/4 | |
| 4. | The Sixth Sense | 4.0/4 | 3.2/4 | |
| 5. | The Green Mile | 3.5/4 | 3.3/4 | |
| 6. | Being John Malkovich | 3.5/4 | 2.9/4 | |
| 7. | Election (1999) | 3.5/4 | 2.7/4 | |
| 8. | Any Given Sunday | 3.5/4 | 2.7/4 | |
| 9. | Cruel Intentions | 3.5/4 | 2.6/4 | |
| 10. | For Love of the Game | 3.5/4 | 2.7/4 | |
| 11. | Varsity Blues | 3.5/4 | 2.4/4 | |
| 12. | The Cider House Rules | 3.0/4 | 2.7/4 | |
| 13. | Office Space | 3.0/4 | 3.1/4 | |
| 14. | Magnolia | 3.0/4 | 3.1/4 | |
| 15. | The Insider | 3.0/4 | 3.0/4 | |
| 16. | Toy Story 2 | 3.0/4 | 3.1/4 | |
| 17. | October Sky | 3.0/4 | 2.9/4 | |
| 18. | Sleepy Hollow | 3.0/4 | 2.8/4 | |
| 19. | Boys Don't Cry | 3.0/4 | 2.9/4 | |
| 20. | The Talented Mr. Ripley | 3.0/4 | 2.8/4 |
