7. Round | 02/09/2023 | Aldershot Town | - | Chesterfield FC | 3:4 | ||||
8. Round | 09/09/2023 | Chesterfield FC | - | Dagenham & Redbridge | 3:1 | ||||
9. Round | 16/09/2023 | Ebbsfleet United | - | Chesterfield FC | 0:1 | ||||
10. Round | 19/09/2023 | Chesterfield FC | - | Halifax Town | 3:2 | ||||
11. Round | 23/09/2023 | Chesterfield FC | - | Wealdstone FC | 3:2 | ||||
12. Round | 26/09/2023 | Rochdale AFC | - | Chesterfield FC | 1:2 | ||||
13. Round | 30/09/2023 | Maidenhead United | - | Chesterfield FC | 1:1 | ||||
18. Round | 28/10/2023 | Kidderminster Harriers | - | Chesterfield FC | 1:3 | ||||
21. Round | 21/11/2023 | Woking FC | - | Chesterfield FC | 0:2 | ||||
22. Round | 25/11/2023 | Chesterfield FC | - | Eastleigh FC | 3:2 | ||||
24. Round | 16/12/2023 | Hartlepool United | - | Chesterfield FC | 0:1 | ||||
25. Round | 23/12/2023 | Chesterfield FC | - | Aldershot Town | 4:1 | ||||
26. Round | 26/12/2023 | Solihull Moors | - | Chesterfield FC | 2:0 | ||||
27. Round | 01/01/2024 | Chesterfield FC | - | Solihull Moors | 3:2 | ||||
43. Round | 01/04/2024 | Chesterfield FC | - | Kidderminster Harriers | 1:3 | ||||
46. Round | 20/04/2024 | Chesterfield FC | - | Maidenhead United | 3:2 |