| 3. Round | 06/06/2021 | Hartford Athletic | - | New York RB II | 7:0 | ||||
| 4. Round | 11/07/2021 | Hartford Athletic | - | New York RB II | 2:2 | ||||
| 4. Round | 24/07/2021 | New York RB II | - | Pittsburgh Riverhounds | 1:3 | ||||
| 5. Round | 07/08/2021 | New York RB II | - | Tampa Bay Rowdies | 1:2 | ||||
| 5. Round | 11/08/2021 | New York RB II | - | Charlotte Independence | 2:3 | ||||
| 7. Round | 10/10/2021 | Charlotte Independence | - | New York RB II | 2:1 | ||||
| 7. Round | 16/10/2021 | Tampa Bay Rowdies | - | New York RB II | 1:1 | ||||
| 7. Round | 21/10/2021 | New York RB II | - | Loudoun United | 3:0 | ||||
| 7. Round | 25/10/2021 | Miami FC | - | New York RB II | 2:0 |
France