| Nat. League | 07.09.19 | Bromley FC | - | Chesterfield FC | 2:1 | ||||
| Nat. League | 07.12.19 | Chesterfield FC | - | Bromley FC | 1:2 | ||||
| Nat. League | 01.12.20 | Chesterfield FC | - | Aldershot Town | 0:0 | ||||
| Nat. League | 23.03.21 | Aldershot Town | - | Chesterfield FC | 0:1 | ||||
| Nat. League | 23.10.21 | Chesterfield FC | - | Boreham Wood | 2:1 | ||||
| Nat. League | 12.03.22 | Boreham Wood | - | Chesterfield FC | 1:1 | ||||
| Nat. League | 04.02.23 | Boreham Wood | - | Chesterfield FC | 1:0 |  |
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| Nat. League | 09.09.23 | Chesterfield FC | - | Dagenham & Redbridge | 3:1 | |
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| Nat. League | 06.02.24 | Dagenham & Redbridge | - | Chesterfield FC | 1:2 |
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