1. Round | 29/03/2008 | Real Salt Lake | - | Chicago Fire | 1:1 | ||||
2. Round | 20/04/2008 | Chicago Fire | - | Kansas City Wizards | 0:1 | ||||
3. Round | 04/05/2008 | New England Revolution | - | Chicago Fire | 0:3 | ||||
3. Round | 09/05/2008 | D.C. United | - | Chicago Fire | 0:2 | ||||
3. Round | 18/05/2008 | Chicago Fire | - | Houston Dynamo | 1:2 | ||||
4. Round | 15/06/2008 | FC Dallas | - | Chicago Fire | 1:0 | ||||
4. Round | 20/06/2008 | CD Chivas | - | Chicago Fire | 2:0 | ||||
4. Round | 29/06/2008 | Chicago Fire | - | San Jose Earthquakes | 0:0 | ||||
6. Round | 03/08/2008 | Chicago Fire | - | CD Chivas | 1:0 | ||||
6. Round | 10/08/2008 | New England Revolution | - | Chicago Fire | 1:2 | ||||
6. Round | 17/08/2008 | Chicago Fire | - | D.C. United | 0:1 | ||||
6. Round | 22/08/2008 | Los Angeles Galaxy | - | Chicago Fire | 0:1 | ||||
7. Round | 01/09/2008 | Houston Dynamo | - | Chicago Fire | 2:1 | ||||
7. Round | 07/09/2008 | Chicago Fire | - | New York RB | 1:0 | ||||
7. Round | 14/09/2008 | Colorado Rapids | - | Chicago Fire | 2:0 | ||||
7. Round | 21/09/2008 | Chicago Fire | - | FC Dallas | 1:4 | ||||
8. Round | 18/10/2008 | Toronto FC | - | Chicago Fire | 3:2 |