| 3. Round | 02/05/2010 | Chicago Fire | - | CD Chivas | 1:1 | ||||
| 3. Round | 08/05/2010 | Toronto FC | - | Chicago Fire | 4:1 | ||||
| 4. Round | 28/06/2010 | New England Revolution | - | Chicago Fire | 0:1 | ||||
| 5. Round | 04/07/2010 | Columbus Crew | - | Chicago Fire | 2:1 | ||||
| 5. Round | 09/07/2010 | Chicago Fire | - | Real Salt Lake | 0:1 |
Bulgaria