| 1. Journée | 21.08.2021 | Aldershot Town | - | Chesterfield FC | 0:2 | ||||
| 2. Journée | 28.08.2021 | Chesterfield FC | - | Wealdstone FC | 2:0 | ||||
| 3. Journée | 30.08.2021 | King's Lynn | - | Chesterfield FC | 0:2 |  |
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| 4. Journée | 04.09.2021 | Chesterfield FC | - | Bromley FC | 2:2 | |
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| 20. Journée | 11.12.2021 | Grimsby Town | - | Chesterfield FC | 0:1 | ||||
| 22. Journée | 28.12.2021 | Chesterfield FC | - | Halifax Town | 1:1 |  |
Irlande