1. Round | 08/03/2020 | Philadelphia Union 2 | - | Loudoun United | 0:0 | ||||
2. Round | 19/07/2020 | Philadelphia Union 2 | - | Pittsburgh Riverhounds | 0:6 | ||||
5. Round | 01/10/2020 | Philadelphia Union 2 | - | Hartford Athletic | 2:3 | ||||
5. Round | 04/10/2020 | Pittsburgh Riverhounds | - | Philadelphia Union 2 | 2:1 |