| Nat. League | 09.10.21 | Southend United | - | Chesterfield FC | 0:4 | ||||
| Nat. League | 11.12.21 | Grimsby Town | - | Chesterfield FC | 0:1 | ||||
| Nat. League | 08.02.22 | Stockport County | - | Chesterfield FC | 2:2 |  |
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| Nat. League | 30.04.22 | Bromley FC | - | Chesterfield FC | 4:2 | ||||
| Playoffs | 24.05.22 | Halifax Town | - | Chesterfield FC | 1:2 | ||||
| League One | 13.02.24 | Exeter City | - | Derby County | 0:3 |
England