| <<< 2nd Chicago Film Critics Association Awards (1989) >>> |
| Best Film |
| Do the Right Thing |
| Best Director |
| Spike Lee - Do the Right Thing |
| Best Actor |
| Tom Cruise - Born on the Fourth of July |
| Best Actress |
| Michelle Pfeiffer - The Fabulous Baker Boys |
| Best Supporting Actor |
| Danny Aiello - Do the Right Thing |
| Best Supporting Actress |
| Laura San Giacomo - Sex, Lies, and Videotape |
| Best Foreign Film |
| Henry V |
| Most Promising Actor |
| John Cusack - Say Anything... |
| Most Promising Actress |
| Laura San Giacomo - Sex, Lies, and Videotape |