| 1. Round | 29/03/2002 | D.C. United | - | Chicago Fire | 2:0 | ||||
| 2. Round | 05/04/2002 | Los Angeles Galaxy | - | Chicago Fire | 2:1 aet | ||||
| 2. Round | 19/04/2002 | MetroStars | - | Chicago Fire | 0:2 | ||||
| 3. Round | 03/05/2002 | D.C. United | - | Chicago Fire | 0:3 |  |
|||
| 3. Round | 10/05/2002 | Chicago Fire | - | Los Angeles Galaxy | 0:1 | ||||
| 3. Round | 18/05/2002 | New England Revolution | - | Chicago Fire | 1:3 | ||||
| 3. Round | 25/05/2002 | Chicago Fire | - | San Jose Earthquakes | 1:1 aet | |
|||
| 4. Round | 01/06/2002 | Chicago Fire | - | Columbus Crew | 5:4 | ||||
| 4. Round | 07/06/2002 | Los Angeles Galaxy | - | Chicago Fire | 1:0 | ||||
| 4. Round | 14/06/2002 | Chicago Fire | - | Dallas Burn | 1:3 | ||||
| 4. Round | 21/06/2002 | Chicago Fire | - | MetroStars | 0:1 | ||||
| 5. Round | 06/07/2002 | Chicago Fire | - | Colorado Rapids | 2:1 aet | |
|||
| 7. Round | 13/09/2002 | Columbus Crew | - | Chicago Fire | 2:0 |
USA