| 2. Ronde | 06.10.2020 | Chesterfield FC | - | Hartlepool United | 1:2 | ||||
| 3. Ronde | 10.10.2020 | Chesterfield FC | - | Woking FC | 4:0 |  |
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| 4. Ronde | 13.10.2020 | Torquay United | - | Chesterfield FC | 2:1 | ||||
| 5. Ronde | 17.10.2020 | Chesterfield FC | - | Stockport County | 1:2 | ||||
| 1. Ronde | 20.10.2020 | Wealdstone FC | - | Chesterfield FC | 3:2 | ||||
| 7. Ronde | 31.10.2020 | Yeovil Town | - | Chesterfield FC | 0:1 | ||||
| 8. Ronde | 14.11.2020 | Chesterfield FC | - | Maidenhead United | 1:2 | ||||
| 9. Ronde | 17.11.2020 | Altrincham FC | - | Chesterfield FC | 3:2 |
Engeland