1. Round | 01/04/2006 | FC Dallas | - | Chicago Fire | 3:2 | ||||
2. Round | 14/05/2006 | New York RB | - | Chicago Fire | 1:1 | ||||
2. Round | 20/05/2006 | Houston Dynamo | - | Chicago Fire | 0:1 | ||||
2. Round | 28/05/2006 | CD Chivas | - | Chicago Fire | 1:0 | ||||
3. Round | 12/06/2006 | Chicago Fire | - | New England Revolution | 3:3 |