3. Round | 07/05/2009 | Kansas City Wizards | - | D.C. United | 1:1 | ||||
4. Round | 14/06/2009 | D.C. United | - | Chicago Fire | 2:1 | ||||
4. Round | 21/06/2009 | Colorado Rapids | - | D.C. United | 3:0 | ||||
6. Round | 02/08/2009 | Houston Dynamo | - | D.C. United | 4:3 | ||||
6. Round | 10/09/2009 | D.C. United | - | Kansas City Wizards | 1:0 | ||||
7. Round | 13/09/2009 | D.C. United | - | Seattle Sounders | 1:2 |