| 2. Jornada | 03.05.2021 | Miami FC | - | Loudoun United | 2:1 | ||||
| 2. Jornada | 19.05.2021 | Loudoun United | - | New York RB II | 1:2 | ||||
| 3. Jornada | 03.06.2021 | Loudoun United | - | Pittsburgh Riverhounds | 2:3 | ||||
| 3. Jornada | 09.06.2021 | Loudoun United | - | Charleston Battery | 0:1 | ||||
| 3. Jornada | 12.06.2021 | Tampa Bay Rowdies | - | Loudoun United | 2:1 | ||||
| 3. Jornada | 20.06.2021 | Hartford Athletic | - | Loudoun United | 2:1 | ||||
| 4. Jornada | 04.07.2021 | Loudoun United | - | Hartford Athletic | 0:2 | ||||
| 4. Jornada | 11.07.2021 | Loudoun United | - | Miami FC | 1:4 | ||||
| 4. Jornada | 18.07.2021 | Pittsburgh Riverhounds | - | Loudoun United | 1:0 | ||||
| 4. Jornada | 25.07.2021 | Tampa Bay Rowdies | - | Loudoun United | 3:1 | ||||
| 5. Jornada | 14.08.2021 | Charleston Battery | - | Loudoun United | 1:0 | ||||
| 5. Jornada | 19.08.2021 | Loudoun United | - | Indy Eleven | 4:1 | ||||
| 6. Jornada | 12.09.2021 | Pittsburgh Riverhounds | - | Loudoun United | 5:0 | ||||
| 6. Jornada | 26.09.2021 | Miami FC | - | Loudoun United | 6:1 | ||||
| 7. Jornada | 01.10.2021 | New York RB II | - | Loudoun United | 3:3 |
Canadá