| 2. Journée | 06.10.2020 | Chesterfield FC | - | Hartlepool United | 1:2 | ||||
| 3. Journée | 10.10.2020 | Chesterfield FC | - | Woking FC | 4:0 | ||||
| 4. Journée | 13.10.2020 | Torquay United | - | Chesterfield FC | 2:1 | ||||
| 5. Journée | 17.10.2020 | Chesterfield FC | - | Stockport County | 1:2 | ||||
| 1. Journée | 20.10.2020 | Wealdstone FC | - | Chesterfield FC | 3:2 | ||||
| 7. Journée | 31.10.2020 | Yeovil Town | - | Chesterfield FC | 0:1 | ||||
| 8. Journée | 14.11.2020 | Chesterfield FC | - | Maidenhead United | 1:2 |  |
Angleterre