| 2. Round | 10/04/2008 | Kansas City Wizards | - | New England Revolution | 1:3 | ||||
| 2. Round | 13/04/2008 | Kansas City Wizards | - | Houston Dynamo | 0:0 | ||||
| 2. Round | 20/04/2008 | Chicago Fire | - | Kansas City Wizards | 0:1 | ||||
| 2. Round | 26/04/2008 | Toronto FC | - | Kansas City Wizards | 2:0 | ||||
| 3. Round | 04/05/2008 | Columbus Crew | - | Kansas City Wizards | 2:1 | ||||
| 3. Round | 18/05/2008 | New York RB | - | Kansas City Wizards | 1:1 | ||||
| 3. Round | 25/05/2008 | Los Angeles Galaxy | - | Kansas City Wizards | 3:1 | ||||
| 4. Round | 29/06/2008 | Kansas City Wizards | - | Real Salt Lake | 1:0 | ||||
| 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