2. Round | 13/08/2022 | Chesterfield FC | - | Aldershot Town | 1:0 | ||||
4. Round | 20/08/2022 | Notts County | - | 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 | ||||
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 | ||||
14. Round | 08/10/2022 | Eastleigh FC | - | Chesterfield FC | 2:1 | ||||
15. Round | 22/10/2022 | Chesterfield FC | - | Bromley FC | 3:2 | ||||
16. Round | 25/10/2022 | York City | - | Chesterfield FC | 1:1 | ||||
17. Round | 29/10/2022 | Chesterfield FC | - | Boreham Wood | 2:0 | ||||
8. Round | 01/11/2022 | Chesterfield FC | - | Gateshead FC | 2:1 | ||||
19. Round | 12/11/2022 | Torquay United | - | Chesterfield FC | 1:5 | ||||
20. Round | 19/11/2022 | Chesterfield FC | - | Solihull Moors | 2:0 | ||||
22. Round | 03/12/2022 | Halifax Town | - | Chesterfield FC | 1:0 | ||||
23. Round | 10/12/2022 | Chesterfield FC | - | Dorking Wanderers | 3:1 | ||||
26. Round | 01/01/2023 | Chesterfield FC | - | Scunthorpe United | 4:1 |