| Group G North | 20/08/2024 | Chesterfield FC | - | Manchester City U21 | 4:2 pso | ||||
| Group G North | 03/09/2024 | Lincoln City | - | Chesterfield FC | 0:1 | ||||
| 2. Round | 10/12/2024 | Chesterfield FC | - | Wigan Athletic | 3:2 | ||||
| Round of 16 | 14/01/2025 | Chesterfield FC | - | Rotherham United | 3:4 pso |
England