| 1. Round | 28/03/2010 | Kansas City Wizards | - | D.C. United | 4:0 | ||||
| 2. Round | 04/04/2010 | D.C. United | - | New England Revolution | 0:2 | ||||
| 2. Round | 10/04/2010 | Philadelphia Union | - | D.C. United | 3:2 | ||||
| 2. Round | 18/04/2010 | D.C. United | - | Chicago Fire | 0:2 | ||||
| 3. Round | 01/05/2010 | D.C. United | - | New York RB | 0:2 | ||||
| 3. Round | 06/05/2010 | D.C. United | - | Kansas City Wizards | 2:1 |  |
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| 3. Round | 09/05/2010 | FC Dallas | - | D.C. United | 1:0 | ||||
| 3. Round | 16/05/2010 | D.C. United | - | Colorado Rapids | 0:1 | |
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| 3. Round | 23/05/2010 | Houston Dynamo | - | D.C. United | 2:0 | ||||
| 3. Round | 30/05/2010 | D.C. United | - | CD Chivas | 3:2 |
USA