| 2. Round | 18/04/2010 | D.C. United | - | Chicago Fire | 0:2 | ||||
| 3. Round | 16/05/2010 | Kansas City Wizards | - | Chicago Fire | 2:2 |  |
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| 3. Round | 28/05/2010 | Chicago Fire | - | FC Dallas | 1:1 | ||||
| 4. Round | 06/06/2010 | Chicago Fire | - | Philadelphia Union | 2:1 | ||||
| 4. Round | 10/06/2010 | Chicago Fire | - | Colorado Rapids | 2:2 | ||||
| 4. Round | 28/06/2010 | New England Revolution | - | Chicago Fire | 0:1 | ||||
| 5. Round | 04/07/2010 | Columbus Crew | - | Chicago Fire | 2:1 | |
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| 6. Round | 02/08/2010 | Los Angeles Galaxy | - | Chicago Fire | 2:3 | ||||
| 6. Round | 09/08/2010 | Chicago Fire | - | New York RB | 0:0 | ||||
| 6. Round | 19/08/2010 | Chicago Fire | - | New England Revolution | 2:1 | ||||
| 6. Round | 22/08/2010 | Houston Dynamo | - | Chicago Fire | 4:3 | ||||
| 7. Round | 09/09/2010 | Chicago Fire | - | Toronto FC | 0:0 | ||||
| 7. Round | 11/09/2010 | Philadelphia Union | - | Chicago Fire | 1:0 | ||||
| 7. Round | 18/09/2010 | Real Salt Lake | - | Chicago Fire | 1:0 | ||||
| 7. Round | 30/09/2010 | San Jose Earthquakes | - | Chicago Fire | 0:3 | ||||
| 8. Round | 03/10/2010 | FC Dallas | - | Chicago Fire | 3:0 | ||||
| 8. Round | 09/10/2010 | Chicago Fire | - | Columbus Crew | 2:0 |
USA