| 100% | MOD | 3 | "The ___ Squad" (1999 film) |
| 88% | THREEKINGS | 10 | 1999 film set in the Persian Gulf |
| 84% | EDTV | 4 | 1999 film comedy starring Matthew McConaughey in the title role |
| 84% | TITUS | 5 | 1999 film drama starring Anthony Hopkins in the title role |
| 83% | NOTENOUGH | 9 | 1999 Bond film The World is __ |
| 83% | LINC | 4 | Role for Omar Epps in the 1999 film "The Mod Squad" |
| 82% | MUMMY | 5 | The —, 1999 action film starring Brendan Fraser |
| 81% | GHOSTDOG | 8 | 1999 film drama starring Forest Whitaker subtitled The Way of the Samurai |
| 81% | EDTV | 4 | 1999 film with the tagline "Fame. Be careful. It's out there" |
| 79% | THESTRAIGHT | 11 | & 21D 1999 film drama starring Richard Farnsworth in the title role |
| 79% | LIMEY | 5 | The —, 1999 crime film starring Terence Stamp as Wilson |
| 78% | AUDRA | 5 | Actress McDonald in the 1999 "Annie" film |
| 78% | STUARTLITTLE | 12 | 1999 film starring the voice talent of Michael J Fox in the title role |
| 77% | MUMMY | 5 | The —, 1999 action film starring Brendan Fraser and Rachel Weisz |
| 76% | SIXTHSENSE | 10 | The —, 1999 mystery film starring Bruce Willis and Haley Joel Osment |
| 74% | MATRIX | 6 | The —, 1999 action/sci-fi film starring Keanu Reeves and Laurence Fishburne |
| 73% | MOD | 3 | "The ___ Squad" (Claire Danes film) |
| 73% | NEO | 3 | Protagonist of 1999 film "The Matrix" |
| 73% | JEWEL | 5 | Singer-actress who played Sue Lee Shelley in 1999 film drama Ride with the Devil |
| 72% | MOD | 3 | "The ___ Squad" of TV and film |
| 72% | MOD | 3 | "The ____ Squad" of TV and film |
| 71% | JEWEL | 5 | Singer and actress who played Sue Lee Shelley in 1999 film drama Ride with the Devil |
| 71% | INSPECTOR | 9 | & 10A 1999 action-comedy film starring Matthew Broderick in the title role |
| 71% | SAM | 3 | "Summer of ___," 1999 crime thriller film featuring the ABBA song "Dancing Queen" |
| 71% | CLUB | 4 | "Fight ___," 1999 cult-classic film starring Edward Norton as the unnamed narrator |
| 70% | INSIDER | 7 | The —, 1999 film drama starring Al Pacino and Russell Crowe |
| 70% | WARZONE | 7 | The —, 1999 film drama starring Ray Winstone and Lara Belmont |
| 70% | NEO | 3 | The protagonist of the 1999 film, "The Matrix" |
| 70% | PROUST | 6 | Subject of the 1999 film "Le Temps Retrouvé" |