| 22. Jornada | 30.01.2021 | Dagenham & Redbridge | - | Chesterfield FC | 2:2 | ||||
| 28. Jornada | 27.02.2021 | Stockport County | - | Chesterfield FC | 2:0 | ||||
| 25. Jornada | 02.03.2021 | Chesterfield FC | - | Eastleigh FC | 1:0 |  |
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| 31. Jornada | 13.03.2021 | Maidenhead United | - | Chesterfield FC | 2:0 | ||||
| 24. Jornada | 23.03.2021 | Aldershot Town | - | Chesterfield FC | 0:1 | ||||
| 34. Jornada | 27.03.2021 | Chesterfield FC | - | Weymouth FC | 1:0 | ||||
| 35. Jornada | 02.04.2021 | Eastleigh FC | - | Chesterfield FC | 0:1 | |
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| 37. Jornada | 10.04.2021 | King's Lynn | - | Chesterfield FC | 1:2 | ||||
| 39. Jornada | 17.04.2021 | Chesterfield FC | - | Bromley FC | 1:2 | ||||
| 19. Jornada | 27.04.2021 | Bromley FC | - | Chesterfield FC | 1:2 | ||||
| 42. Jornada | 03.05.2021 | Chesterfield FC | - | Torquay United | 0:2 |
Inglaterra