| 1. Ronde | 21.08.2021 | Halifax Town | - | Maidenhead United | 1:2 | ||||
| 2. Ronde | 28.08.2021 | Maidenhead United | - | Dover Athletic | 2:0 | ||||
| 3. Ronde | 30.08.2021 | Weymouth FC | - | Maidenhead United | 3:1 | ||||
| 4. Ronde | 04.09.2021 | Maidenhead United | - | Torquay United | 3:4 | ||||
| 6. Ronde | 14.09.2021 | Maidenhead United | - | Stockport County | 0:2 |  |
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| 16. Ronde | 20.11.2021 | Boreham Wood | - | Maidenhead United | 4:0 | ||||
| 17. Ronde | 07.12.2021 | Southend United | - | Maidenhead United | 1:1 | ||||
| 20. Ronde | 11.12.2021 | Maidenhead United | - | Solihull Moors | 0:4 |
Engeland