| 6. Round | 03/08/2008 | Houston Dynamo | - | Columbus Crew | 2:0 | ||||
| 6. Round | 17/08/2008 | Houston Dynamo | - | Real Salt Lake | 4:3 | ||||
| 6. Round | 21/08/2008 | Houston Dynamo | - | CD Chivas | 4:0 |  |
|||
| 6. Round | 24/08/2008 | New York RB | - | Houston Dynamo | 3:0 | ||||
| 7. Round | 01/09/2008 | Houston Dynamo | - | Chicago Fire | 2:1 | ||||
| 7. Round | 07/09/2008 | Houston Dynamo | - | Kansas City Wizards | 3:1 | ||||
| 7. Round | 13/09/2008 | San Jose Earthquakes | - | Houston Dynamo | 1:1 |  |
|||
| 7. Round | 27/09/2008 | Toronto FC | - | Houston Dynamo | 1:1 | ||||
| 8. Round | 05/10/2008 | Colorado Rapids | - | Houston Dynamo | 1:3 | ||||
| 7. Round | 16/10/2008 | Houston Dynamo | - | San Jose Earthquakes | 2:1 |  |
Sierra Leone
USA 