| 4. Round | 08/06/2008 | Real Salt Lake | - | Kansas City Wizards | 0:0 |  |
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| 4. Round | 15/06/2008 | Kansas City Wizards | - | Columbus Crew | 0:3 | ||||
| 4. Round | 21/06/2008 | Toronto FC | - | Kansas City Wizards | 0:0 | ||||
| 4. Round | 29/06/2008 | Kansas City Wizards | - | Real Salt Lake | 1:0 | ||||
| 5. Round | 05/07/2008 | FC Dallas | - | Kansas City Wizards | 1:1 | ||||
| 5. Round | 11/07/2008 | Kansas City Wizards | - | New York RB | 2:1 | ||||
| 5. Round | 18/07/2008 | Columbus Crew | - | Kansas City Wizards | 3:3 | ||||
| 5. Round | 28/07/2008 | Kansas City Wizards | - | Chicago Fire | 0:0 | ||||
| 6. Round | 03/08/2008 | D.C. United | - | Kansas City Wizards | 2:0 | ||||
| 6. Round | 10/08/2008 | Kansas City Wizards | - | CD Chivas | 3:2 | ||||
| 6. Round | 17/08/2008 | Colorado Rapids | - | Kansas City Wizards | 2:1 | ||||
| 6. Round | 24/08/2008 | Kansas City Wizards | - | FC Dallas | 1:1 | ||||
| 6. Round | 31/08/2008 | San Jose Earthquakes | - | Kansas City Wizards | 2:1 | ||||
| 7. Round | 07/09/2008 | Houston Dynamo | - | Kansas City Wizards | 3:1 |
USA