| 6. Round | 14/08/2016 | New England Revolution | - | Philadelphia Union | 0:4 | ||||
| 6. Round | 21/08/2016 | Philadelphia Union | - | Toronto FC | 1:3 | ||||
| 6. Round | 25/08/2016 | Columbus Crew | - | Philadelphia Union | 1:2 |  |
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| 6. Round | 28/08/2016 | Philadelphia Union | - | Sporting Kansas City | 2:0 | |
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| 7. Round | 11/09/2016 | Philadelphia Union | - | Impact de Montréal | 1:1 | ||||
| 7. Round | 17/09/2016 | Portland Timbers | - | Philadelphia Union | 2:1 | |
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| 7. Round | 24/09/2016 | Toronto FC | - | Philadelphia Union | 1:1 |  |
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| 8. Round | 02/10/2016 | New York RB | - | Philadelphia Union | 3:2 | ||||
| 8. Round | 16/10/2016 | Philadelphia Union | - | Orlando City | 0:2 | ||||
| 8. Round | 23/10/2016 | Philadelphia Union | - | New York RB | 0:2 |
USA
Colombia 