| 28. Round | 25/01/2025 | Chesterfield FC | - | Port Vale FC | 1:1 | ||||
| 29. Round | 28/01/2025 | Chesterfield FC | - | Bromley FC | 3:0 | ||||
| 25. Round | 08/04/2025 | Chesterfield FC | - | Gillingham FC | 1:1 | ||||
| 42. Round | 12/04/2025 | Chesterfield FC | - | Fleetwood Town | 3:0 | ||||
| 43. Round | 18/04/2025 | AFC Wimbledon | - | Chesterfield FC | 0:0 | ||||
| 44. Round | 21/04/2025 | Chesterfield FC | - | Bradford City | 3:3 |  |
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| 45. Round | 26/04/2025 | Chesterfield FC | - | Morecambe FC | 4:1 | |
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| 46. Round | 03/05/2025 | Accrington Stanley | - | Chesterfield FC | 0:1 | |
England