4. Round | 24/07/2008 | D.C. United | - | Houston Dynamo | 0:2 | ||||
6. Round | 03/08/2008 | D.C. United | - | Kansas City Wizards | 2:0 | ||||
6. Round | 17/08/2008 | Chicago Fire | - | D.C. United | 0:1 | ||||
6. Round | 21/08/2008 | New England Revolution | - | D.C. United | 2:1 | ||||
6. Round | 24/08/2008 | D.C. United | - | Colorado Rapids | 3:0 | ||||
7. Round | 07/09/2008 | San Jose Earthquakes | - | D.C. United | 2:1 |