| 5th Critics Choice Awards (2000) |
| Best Picture: |
| American Beauty | |
| Being John Malkovich | |
| The Cider House Rules | |
| The Green Mile | |
| The Insider | |
| Magnolia | |
| Man on the Moon | |
| The Sixth Sense | |
| The Talented Mr. Ripley | |
| Three Kings |
| Best Director: |
| Sam Mendes - American Beauty |
| Best Actor: |
| Russell Crowe - The Insider |
| Best Actress: |
| Hilary Swank - Boys Don't Cry |
| Best Supporting Actor: |
| Michael Clarke Duncan - The Green Mile |
| Best Supporting Actress: |
| Angelina Jolie - Girl, Interrupted |
| Best Screenplay - Adapted: |
| The Green Mile - Frank Darabont |
| Best Screenplay - Original: |
| American Beauty - Alan Ball |
| Best Composer: |
| Gabriel Yared - The Talented Mr. Ripley |
| Best Song: |
| "Music of My Heart" - Music of the Heart |
| Best Foreign Language Film: |
| All About My Mother (Todo sobre mi madre) • Spain |
| Best Feature Documentary: |
| Buena Vista Social Club |
| Best Animated Feature: |
| Toy Story 2 |
| Best Family Film: |
| October Sky |
| Best Picture Made For Television: |
| RKO 281 / Tuesdays with Morrie (TIE) |
| Breakthrough Performer: |
| Spike Jonze - Being John Malkovich and Three Kings |
| Best Child Performer: |
| Haley Joel Osment - The Sixth Sense |