| 3. Round | 19/06/1996 | Kansas City Wizards | - | D.C. United | 5:1 | ||||
| 3. Round | 22/06/1996 | San Jose Clash | - | D.C. United | 2:1 | ||||
| 3. Round | 29/06/1996 | D.C. United | - | New England Revolution | 3:1 | ||||
| 4. Round | 03/07/1996 | Dallas Burn | - | D.C. United | n.P. | ||||
| 4. Round | 11/07/1996 | D.C. United | - | Tampa Bay Mutiny | 1:0 | ||||
| 4. Round | 19/07/1996 | New England Revolution | - | D.C. United | 2:0 | ||||
| 4. Round | 27/07/1996 | D.C. United | - | Columbus Crew | 2:0 | ||||
| 4. Round | 30/07/1996 | D.C. United | - | Kansas City Wizards | 2:3 | ||||
| 5. Round | 03/08/1996 | D.C. United | - | Kansas City Wizards | 2:4 | ||||
| 5. Round | 17/08/1996 | D.C. United | - | Los Angeles Galaxy | 2:1 | ||||
| 5. Round | 20/08/1996 | MetroStars | - | D.C. United | 2:3 | ||||
| 5. Round | 24/08/1996 | D.C. United | - | Tampa Bay Mutiny | 3:0 | ||||
| 5. Round | 28/08/1996 | Colorado Rapids | - | D.C. United | 1:2 | ||||
| 6. Round | 05/09/1996 | D.C. United | - | MetroStars | 1:2 | ||||
| 6. Round | 20/09/1996 | D.C. United | - | Colorado Rapids | 3:1 |
USA