| 1. Jornada | 06.08.2022 | Dorking Wanderers | - | Chesterfield FC | 2:2 |  |
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| 5. Jornada | 26.08.2022 | Chesterfield FC | - | Barnet FC | 3:1 | ||||
| 6. Jornada | 29.08.2022 | Altrincham FC | - | Chesterfield FC | 1:2 | ||||
| 7. Jornada | 03.09.2022 | Oldham Athletic | - | Chesterfield FC | 0:2 | ||||
| 9. Jornada | 13.09.2022 | Chesterfield FC | - | Southend United | 3:2 | ||||
| 10. Jornada | 17.09.2022 | Yeovil Town | - | Chesterfield FC | 2:2 | ||||
| 11. Jornada | 24.09.2022 | Maidstone United | - | Chesterfield FC | 1:2 | ||||
| 12. Jornada | 01.10.2022 | Chesterfield FC | - | Maidenhead United | 1:2 | ||||
| 13. Jornada | 04.10.2022 | Chesterfield FC | - | Dagenham & Redbridge | 2:3 | ||||
| 29. Jornada | 24.01.2023 | Chesterfield FC | - | Altrincham FC | 1:0 | ||||
| 30. Jornada | 28.01.2023 | Barnet FC | - | Chesterfield FC | 3:0 | ||||
| 31. Jornada | 04.02.2023 | Boreham Wood | - | Chesterfield FC | 1:0 | ||||
| 21. Jornada | 07.02.2023 | Chesterfield FC | - | Woking FC | 1:3 |
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