16. Round | 05/01/2021 | Solihull Moors | - | Chesterfield FC | 2:1 | ||||
20. Round | 23/01/2021 | Chesterfield FC | - | Wrexham AFC | 2:1 | ||||
22. Round | 30/01/2021 | Dagenham & Redbridge | - | Chesterfield FC | 2:2 | ||||
26. Round | 20/02/2021 | Notts County | - | Chesterfield FC | 0:1 | ||||
27. Round | 23/02/2021 | Chesterfield FC | - | Altrincham FC | 1:0 | ||||
28. Round | 27/02/2021 | Stockport County | - | Chesterfield FC | 2:0 | ||||
33. Round | 20/03/2021 | Barnet FC | - | Chesterfield FC | 0:2 | ||||
24. Round | 23/03/2021 | Aldershot Town | - | Chesterfield FC | 0:1 | ||||
34. Round | 27/03/2021 | Chesterfield FC | - | Weymouth FC | 1:0 | ||||
43. Round | 08/05/2021 | Woking FC | - | Chesterfield FC | 1:4 | ||||
17. Round | 11/05/2021 | Chesterfield FC | - | King's Lynn | 4:1 | ||||
44. Round | 15/05/2021 | Chesterfield FC | - | Wealdstone FC | 0:0 |