| 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 | ||||
| 6. Jornada | 14.09.2021 | Chesterfield FC | - | Barnet FC | 4:2 | |
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| 9. Jornada | 18.09.2021 | Yeovil Town | - | Chesterfield FC | 0:2 | |
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| 8. Jornada | 25.09.2021 | Chesterfield FC | - | Torquay United | 2:2 | ||||
| 7. Jornada | 28.09.2021 | Woking FC | - | Chesterfield FC | 3:1 | |
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| 10. Jornada | 05.10.2021 | Wrexham AFC | - | Chesterfield FC | 1:1 | ||||
| 12. Jornada | 23.10.2021 | Chesterfield FC | - | Boreham Wood | 2:1 | ||||
| 13. Jornada | 26.10.2021 | Chesterfield FC | - | Eastleigh FC | 1:0 | |
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| 14. Jornada | 30.10.2021 | Dagenham & Redbridge | - | Chesterfield FC | 2:2 | |
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| 15. Jornada | 13.11.2021 | Chesterfield FC | - | Weymouth FC | 4:0 | ||||
| 16. Jornada | 20.11.2021 | Solihull Moors | - | Chesterfield FC | 0:2 | ||||
| 17. Jornada | 23.11.2021 | Chesterfield FC | - | Altrincham FC | 2:2 | ||||
| 20. Jornada | 11.12.2021 | Grimsby Town | - | Chesterfield FC | 0:1 | ||||
| 18. Jornada | 18.01.2022 | Maidenhead United | - | Chesterfield FC | 3:2 |
Inglaterra