| 5. Round | 03/07/2011 | D.C. United | - | Philadelphia Union | 2:2 | ||||
| 5. Round | 10/07/2011 | New York RB | - | D.C. United | 0:1 |  |
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| 5. Round | 17/07/2011 | FC Dallas | - | D.C. United | 0:0 | ||||
| 5. Round | 21/07/2011 | D.C. United | - | New England Revolution | 0:1 | ||||
| 5. Round | 31/07/2011 | San Jose Earthquakes | - | D.C. United | 0:2 | |
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| 6. Round | 07/08/2011 | D.C. United | - | Toronto FC | 3:3 | |
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| 6. Round | 14/08/2011 | D.C. United | - | Vancouver Whitecaps | 4:0 | ||||
| 6. Round | 19/08/2011 | Chicago Fire | - | D.C. United | 1:1 | ||||
| 6. Round | 22/08/2011 | Sporting Kansas City | - | D.C. United | 1:0 | ||||
| 7. Round | 11/09/2011 | CD Chivas | - | D.C. United | 0:3 | ||||
| 7. Round | 18/09/2011 | Seattle Sounders | - | D.C. United | 3:0 | ||||
| 7. Round | 22/09/2011 | D.C. United | - | CD Chivas | 2:2 | |
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| 7. Round | 25/09/2011 | D.C. United | - | Real Salt Lake | 4:1 | |
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| 7. Round | 30/09/2011 | Philadelphia Union | - | D.C. United | 3:2 | |
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| 8. Round | 02/10/2011 | Columbus Crew | - | D.C. United | 2:1 | ||||
| 8. Round | 16/10/2011 | D.C. United | - | Chicago Fire | 1:2 | |
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| 8. Round | 20/10/2011 | D.C. United | - | Portland Timbers | 1:1 | |
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| 8. Round | 23/10/2011 | D.C. United | - | Sporting Kansas City | 0:1 |
Canada