| 2. Ronde | 06.10.2020 | Chesterfield FC | - | Hartlepool United | 1:2 | ||||
| 1. Ronde | 20.10.2020 | Wealdstone FC | - | Chesterfield FC | 3:2 | ||||
| 9. Ronde | 17.11.2020 | Altrincham FC | - | Chesterfield FC | 3:2 |  |
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| 10. Ronde | 21.11.2020 | Chesterfield FC | - | Notts County | 2:3 | ||||
| 11. Ronde | 28.11.2020 | Weymouth FC | - | Chesterfield FC | 1:2 | ||||
| 15. Ronde | 12.12.2020 | Chesterfield FC | - | Barnet FC | 6:0 | ||||
| 18. Ronde | 02.01.2021 | Chesterfield FC | - | Solihull Moors | 1:0 | ||||
| 16. Ronde | 05.01.2021 | Solihull Moors | - | Chesterfield FC | 2:1 | ||||
| 20. Ronde | 23.01.2021 | Chesterfield FC | - | Wrexham AFC | 2:1 | ||||
| 34. Ronde | 27.03.2021 | Chesterfield FC | - | Weymouth FC | 1:0 | ||||
| 35. Ronde | 02.04.2021 | Eastleigh FC | - | Chesterfield FC | 0:1 | ||||
| 39. Ronde | 17.04.2021 | Chesterfield FC | - | Bromley FC | 1:2 | ||||
| 19. Ronde | 27.04.2021 | Bromley FC | - | Chesterfield FC | 1:2 | ||||
| 41. Ronde | 01.05.2021 | Hartlepool United | - | Chesterfield FC | 3:1 | ||||
| 17. Ronde | 11.05.2021 | Chesterfield FC | - | King's Lynn | 4:1 |  |
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| 44. Ronde | 15.05.2021 | Chesterfield FC | - | Wealdstone FC | 0:0 |
Engeland