| 4th San Diego Film Critics Society Awards (1999) |
| Best Film: |
| American Beauty |
| Best Director: |
| David Lynch - The Straight Story |
| Best Actor: |
| Kevin Spacey - American Beauty |
| Best Actress: |
| Annette Bening - American Beauty |
| Best Supporting Actor: |
| Philip Seymour Hoffman - Flawless |
| Best Supporting Actress: |
| Thora Birch - American Beauty |
| Best Screenplay - Original: |
| Being John Malkovich - Charlie Kaufman |
| Best Screenplay - Adapted: |
| Election - Alexander Payne and Jim Taylor |
| Best Foreign Language Film: |
| Tango (Tango, no me dejes nunca) • Spain/Argentina |
| Career Achievement Award: |
| Chow Yun-fat |