| 1. Round | 06/08/2022 | Notts County | - | Maidenhead United | 3:0 | ||||
| 5. Round | 27/08/2022 | Maidenhead United | - | York City | 0:1 | ||||
| 15. Round | 22/10/2022 | Barnet FC | - | Maidenhead United | 2:1 | ||||
| 18. Round | 08/11/2022 | Yeovil Town | - | Maidenhead United | 0:0 | ||||
| 19. Round | 12/11/2022 | Aldershot Town | - | Maidenhead United | 1:2 |
England