| 4. Round | 24/07/2008 | D.C. United | - | Houston Dynamo | 0:2 | ||||
| 6. Round | 03/08/2008 | Houston Dynamo | - | Columbus Crew | 2:0 |  |
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| 6. Round | 17/08/2008 | Houston Dynamo | - | Real Salt Lake | 4:3 |  |
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| 6. Round | 21/08/2008 | Houston Dynamo | - | CD Chivas | 4:0 | |
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| 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 | |
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| 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 | |
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| 8. Round | 13/10/2008 | Houston Dynamo | - | D.C. United | 0:0 | ||||
| 7. Round | 16/10/2008 | Houston Dynamo | - | San Jose Earthquakes | 2:1 | ||||
| 8. Round | 19/10/2008 | Houston Dynamo | - | Los Angeles Galaxy | 3:0 | ||||
| 8. Round | 26/10/2008 | CD Chivas | - | Houston Dynamo | 1:1 |
USA