| 3. Round | 05/05/2018 | Toronto FC | - | Philadelphia Union | 3:0 | ||||
| 3. Round | 10/05/2018 | Columbus Crew | - | Philadelphia Union | 1:0 | ||||
| 3. Round | 12/05/2018 | Impact de Montréal | - | Philadelphia Union | 0:2 | ||||
| 3. Round | 20/05/2018 | Philadelphia Union | - | Real Salt Lake | 4:1 |  |
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| 3. Round | 27/05/2018 | New York RB | - | Philadelphia Union | 0:0 | ||||
| 3. Round | 31/05/2018 | Philadelphia Union | - | Chicago Fire | 3:1 | ||||
| 4. Round | 03/06/2018 | Atlanta United FC | - | Philadelphia Union | 3:1 | ||||
| 4. Round | 09/06/2018 | Philadelphia Union | - | Toronto FC | 0:2 | ||||
| 4. Round | 23/06/2018 | Philadelphia Union | - | Vancouver Whitecaps | 4:0 | ||||
| 5. Round | 01/07/2018 | Los Angeles FC | - | Philadelphia Union | 4:1 | ||||
| 5. Round | 08/07/2018 | Philadelphia Union | - | Atlanta United FC | 0:2 | ||||
| 5. Round | 22/07/2018 | Philadelphia Union | - | Los Angeles Galaxy | 1:3 | ||||
| 6. Round | 05/08/2018 | Portland Timbers | - | Philadelphia Union | 3:0 |
USA