1. Round | 06/08/2022 | Dorking Wanderers | - | Chesterfield FC | 2:2 | ||||
5. Round | 26/08/2022 | Chesterfield FC | - | Barnet FC | 3:1 | ||||
6. Round | 29/08/2022 | Altrincham FC | - | Chesterfield FC | 1:2 | ||||
7. Round | 03/09/2022 | Oldham Athletic | - | Chesterfield FC | 0:2 | ||||
9. Round | 13/09/2022 | Chesterfield FC | - | Southend United | 3:2 | ||||
10. Round | 17/09/2022 | Yeovil Town | - | Chesterfield FC | 2:2 | ||||
11. Round | 24/09/2022 | Maidstone United | - | Chesterfield FC | 1:2 | ||||
12. Round | 01/10/2022 | Chesterfield FC | - | Maidenhead United | 1:2 | ||||
13. Round | 04/10/2022 | Chesterfield FC | - | Dagenham & Redbridge | 2:3 | ||||
29. Round | 24/01/2023 | Chesterfield FC | - | Altrincham FC | 1:0 | ||||
30. Round | 28/01/2023 | Barnet FC | - | Chesterfield FC | 3:0 | ||||
31. Round | 04/02/2023 | Boreham Wood | - | Chesterfield FC | 1:0 | ||||
21. Round | 07/02/2023 | Chesterfield FC | - | Woking FC | 1:3 |