| 7. Journée | 02.09.2023 | Aldershot Town | - | Chesterfield FC | 3:4 | ||||
| 8. Journée | 09.09.2023 | Chesterfield FC | - | Dagenham & Redbridge | 3:1 | ||||
| 9. Journée | 16.09.2023 | Ebbsfleet United | - | Chesterfield FC | 0:1 | ||||
| 10. Journée | 19.09.2023 | Chesterfield FC | - | Halifax Town | 3:2 | ||||
| 11. Journée | 23.09.2023 | Chesterfield FC | - | Wealdstone FC | 3:2 | ||||
| 12. Journée | 26.09.2023 | Rochdale AFC | - | Chesterfield FC | 1:2 |  |
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| 13. Journée | 30.09.2023 | Maidenhead United | - | Chesterfield FC | 1:1 | ||||
| 18. Journée | 28.10.2023 | Kidderminster Harriers | - | Chesterfield FC | 1:3 | |
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| 21. Journée | 21.11.2023 | Woking FC | - | Chesterfield FC | 0:2 | ||||
| 22. Journée | 25.11.2023 | Chesterfield FC | - | Eastleigh FC | 3:2 | ||||
| 24. Journée | 16.12.2023 | Hartlepool United | - | Chesterfield FC | 0:1 | ||||
| 25. Journée | 23.12.2023 | Chesterfield FC | - | Aldershot Town | 4:1 | ||||
| 26. Journée | 26.12.2023 | Solihull Moors | - | Chesterfield FC | 2:0 | ||||
| 27. Journée | 01.01.2024 | Chesterfield FC | - | Solihull Moors | 3:2 | ||||
| 43. Journée | 01.04.2024 | Chesterfield FC | - | Kidderminster Harriers | 1:3 | ||||
| 46. Journée | 20.04.2024 | Chesterfield FC | - | Maidenhead United | 3:2 |
Angleterre
Jamaïque