3. Round | 03/06/2021 | Loudoun United | - | Pittsburgh Riverhounds | 2:3 | ||||
3. Round | 16/06/2021 | Indy Eleven | - | Pittsburgh Riverhounds | 0:1 | ||||
3. Round | 01/07/2021 | Loudoun United | - | Pittsburgh Riverhounds | 2:1 | ||||
5. Round | 11/08/2021 | Pittsburgh Riverhounds | - | Miami FC | 2:3 | ||||
6. Round | 05/09/2021 | San Antonio FC | - | Pittsburgh Riverhounds | 1:1 |