| 11th Chicago Film Critics Association Awards (1998) |
| Best Film: |
| Saving Private Ryan |
| Best Director: |
| Terrence Malick - The Thin Red Line |
| Best Actor: |
| Ian McKellen - Gods and Monsters |
| Best Actress: |
| Cate Blanchett - Elizabeth |
| Best Supporting Actor: |
| Billy Bob Thornton - A Simple Plan |
| Best Supporting Actress: |
| Kathy Bates - Primary Colors |
| Best Screenplay: |
| Shakespeare in Love - Marc Norman and Tom Stoppard |
| Best Cinematography: |
| The Thin Red Line - John Toll |
| Best Score: |
| "The Truman Show" - Burkhard Dallwitz |
| Best Foreign Language Film: |
| La vita รจ bella (Life Is Beautiful), Italy |
| Most Promising Actor: |
| Joseph Fiennes - Shakespeare in Love |
| Most Promising Actress: |
| Kimberly Elise - Beloved |
| Commitment to Chicago Award |
| Joe Mantegna |
| Big Shoulders Awards |
| Gordon Quinn and Jerry Blumenthal |