| 1. Round | 22/03/2002 | Columbus Crew | - | Chicago Fire | 0:2 | ||||
| 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 | ||||
| 2. Round | 26/04/2002 | Chicago Fire | - | New England Revolution | 2:2 aet |  |
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| 3. Round | 03/05/2002 | D.C. United | - | Chicago Fire | 0:3 |  |
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| 3. Round | 10/05/2002 | Chicago Fire | - | Los Angeles Galaxy | 0:1 | ||||
| 3. Round | 18/05/2002 | New England Revolution | - | Chicago Fire | 1:3 |
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