| 1. Jornada | 21.08.2021 | Aldershot Town | - | Chesterfield FC | 0:2 |  |
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| 2. Jornada | 28.08.2021 | Chesterfield FC | - | Wealdstone FC | 2:0 | ||||
| 3. Jornada | 30.08.2021 | King's Lynn | - | Chesterfield FC | 0:2 | |
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| 4. Jornada | 04.09.2021 | Chesterfield FC | - | Bromley FC | 2:2 | ||||
| 5. Jornada | 11.09.2021 | Dover Athletic | - | Chesterfield FC | 0:0 | ||||
| 8. Jornada | 25.09.2021 | Chesterfield FC | - | Torquay United | 2:2 | ||||
| 7. Jornada | 28.09.2021 | Woking FC | - | Chesterfield FC | 3:1 | ||||
| 10. Jornada | 05.10.2021 | Wrexham AFC | - | Chesterfield FC | 1:1 | ||||
| 11. Jornada | 09.10.2021 | Southend United | - | Chesterfield FC | 0:4 | |
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| 12. Jornada | 23.10.2021 | Chesterfield FC | - | Boreham Wood | 2:1 | |
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| 44. Jornada | 02.05.2022 | Chesterfield FC | - | Stockport County | 0:1 | ||||
| 45. Jornada | 07.05.2022 | Torquay United | - | Chesterfield FC | 2:0 | |
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| 46. Jornada | 15.05.2022 | Chesterfield FC | - | Woking FC | 0:0 |
Inglaterra