1. Round | 03/10/2020 | Sutton United | - | Maidenhead United | 3:0 | ||||
2. Round | 06/10/2020 | Maidenhead United | - | King's Lynn | 2:3 | ||||
3. Round | 10/10/2020 | Maidenhead United | - | Hartlepool United | 0:4 | ||||
4. Round | 12/10/2020 | Wrexham AFC | - | Maidenhead United | 0:1 | ||||
6. Round | 27/10/2020 | Maidenhead United | - | Dagenham & Redbridge | 2:1 | ||||
7. Round | 31/10/2020 | Maidenhead United | - | Solihull Moors | 3:1 | ||||
8. Round | 14/11/2020 | Chesterfield FC | - | Maidenhead United | 1:2 | ||||
9. Round | 17/11/2020 | Aldershot Town | - | Maidenhead United | 0:0 | ||||
10. Round | 21/11/2020 | Maidenhead United | - | Bromley FC | 2:2 | ||||
11. Round | 28/11/2020 | Altrincham FC | - | Maidenhead United | 2:0 | ||||
13. Round | 05/12/2020 | Eastleigh FC | - | Maidenhead United | 0:1 | ||||
14. Round | 08/12/2020 | Torquay United | - | Maidenhead United | 2:1 | ||||
16. Round | 26/12/2020 | Maidenhead United | - | Wealdstone FC | 4:0 |