| 15. Round | 13/11/2021 | Chesterfield FC | - | Weymouth FC | 4:0 | ||||
| 16. Round | 20/11/2021 | Solihull Moors | - | Chesterfield FC | 0:2 | ||||
| 17. Round | 23/11/2021 | Chesterfield FC | - | Altrincham FC | 2:2 | ||||
| 26. Round | 15/01/2022 | Barnet FC | - | Chesterfield FC | 1:4 |  |
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| 18. Round | 18/01/2022 | Maidenhead United | - | Chesterfield FC | 3:2 | |
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| 25. Round | 22/01/2022 | Chesterfield FC | - | Aldershot Town | 0:0 | ||||
| 27. Round | 29/01/2022 | Eastleigh FC | - | Chesterfield FC | 0:1 | ||||
| 28. Round | 05/02/2022 | Chesterfield FC | - | Dagenham & Redbridge | 2:1 | ||||
| 24. Round | 08/02/2022 | Stockport County | - | Chesterfield FC | 2:2 |
England