1. Round | 08/03/2020 | Philadelphia Union 2 | - | Loudoun United | 0:0 | ||||
2. Round | 19/07/2020 | Philadelphia Union 2 | - | Pittsburgh Riverhounds | 0:6 | ||||
2. Round | 23/07/2020 | Philadelphia Union 2 | - | New York RB II | 1:5 | ||||
2. Round | 26/07/2020 | Hartford Athletic | - | Philadelphia Union 2 | 3:2 |