| 30. Round | 01/02/2025 | Cheltenham Town | - | Chesterfield FC | 1:0 |  |
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| 31. Round | 06/02/2025 | Chesterfield FC | - | Doncaster Rovers | 5:2 |  |
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| 32. Round | 15/02/2025 | Walsall FC | - | Chesterfield FC | 3:1 | ||||
| 33. Round | 22/02/2025 | Swindon Town | - | Chesterfield FC | 1:0 | ||||
| 34. Round | 01/03/2025 | Chesterfield FC | - | Crewe Alexandra | 1:3 | ||||
| 35. Round | 04/03/2025 | Colchester United | - | Chesterfield FC | 1:0 | ||||
| 26. Round | 11/03/2025 | Salford City | - | Chesterfield FC | 0:4 | ||||
| 38. Round | 22/03/2025 | Chesterfield FC | - | Harrogate Town | 0:0 | ||||
| 39. Round | 29/03/2025 | Barrow AFC | - | Chesterfield FC | 0:1 | ||||
| 40. Round | 01/04/2025 | Chesterfield FC | - | Carlisle United | 2:1 | ||||
| 41. Round | 05/04/2025 | Tranmere Rovers | - | Chesterfield FC | 4:0 | ||||
| 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 |
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