| 1. Round | 24/04/2004 | D.C. United | - | Chicago Fire | 0:1 | ||||
| 2. Round | 02/05/2004 | Chicago Fire | - | MetroStars | 3:0 | ||||
| 2. Round | 09/05/2004 | Kansas City Wizards | - | Chicago Fire | 2:2 | ||||
| 2. Round | 16/05/2004 | MetroStars | - | Chicago Fire | 1:1 | ||||
| 3. Round | 05/06/2004 | Chicago Fire | - | D.C. United | 3:0 | ||||
| 3. Round | 12/06/2004 | Los Angeles Galaxy | - | Chicago Fire | 3:2 | ||||
| 5. Round | 15/08/2004 | Chicago Fire | - | Colorado Rapids | 0:3 | ||||
| 5. Round | 29/08/2004 | Dallas Burn | - | Chicago Fire | 4:1 | ||||
| 6. Round | 02/09/2004 | Chicago Fire | - | Kansas City Wizards | 3:1 |  |
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| 6. Round | 26/09/2004 | Chicago Fire | - | New England Revolution | 2:0 | ||||
| 7. Round | 03/10/2004 | Columbus Crew | - | Chicago Fire | 3:3 | ||||
| 7. Round | 07/10/2004 | Chicago Fire | - | Columbus Crew | 0:1 | ||||
| 7. Round | 17/10/2004 | New England Revolution | - | Chicago Fire | 2:1 |
USA