| FA Cup | 05.12.21 | Salford City | - | Chesterfield FC | 0:2 | ||||
| Nat. League | 13.09.22 | Chesterfield FC | - | Southend United | 3:2 |  |
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| Nat. League | 18.03.23 | Woking FC | - | Chesterfield FC | 0:1 | ||||
| Nat. League | 27.01.24 | Chesterfield FC | - | Southend United | 3:0 | ||||
| League Two | 24.08.24 | Chesterfield FC | - | Salford City | 1:1 | ||||
| League Two | 26.10.24 | Morecambe FC | - | Chesterfield FC | 2:5 |  |
Gales