| 41. Round | 30/03/2019 | Halifax Town | - | Maidenhead United | 0:1 | ||||
| 42. Round | 06/04/2019 | Maidenhead United | - | Barnet FC | 0:1 | ||||
| 44. Round | 19/04/2019 | Maidenhead United | - | Barrow AFC | 1:1 | ||||
| 45. Round | 22/04/2019 | Eastleigh FC | - | Maidenhead United | 2:0 | ||||
| 46. Round | 27/04/2019 | Maidenhead United | - | Chesterfield FC | 2:0 |
England