4. Round | 11/07/2021 | Loudoun United | - | Miami FC | 1:4 | ||||
4. Round | 18/07/2021 | Pittsburgh Riverhounds | - | Loudoun United | 1:0 | ||||
4. Round | 28/07/2021 | Loudoun United | - | Charleston Battery | 3:5 | ||||
4. Round | 01/08/2021 | Loudoun United | - | Colorado Springs Switchbacks | 1:3 | ||||
6. Round | 26/09/2021 | Miami FC | - | Loudoun United | 6:1 |