| 5. Jornada | 17.08.2019 | Barnet FC | - | Chesterfield FC | 2:2 | ||||
| 6. Jornada | 24.08.2019 | Chesterfield FC | - | Barrow AFC | 2:2 | ||||
| 7. Jornada | 26.08.2019 | Stockport County | - | Chesterfield FC | 2:0 | ||||
| 8. Jornada | 31.08.2019 | Chesterfield FC | - | Dagenham & Redbridge | 1:1 | ||||
| 9. Jornada | 03.09.2019 | Chesterfield FC | - | Halifax Town | 2:3 | ||||
| 10. Jornada | 07.09.2019 | Bromley FC | - | Chesterfield FC | 2:1 |  |
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| 11. Jornada | 14.09.2019 | Chesterfield FC | - | Torquay United | 1:0 | ||||
| 15. Jornada | 05.10.2019 | Chesterfield FC | - | Eastleigh FC | 1:2 | |
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| 16. Jornada | 08.10.2019 | AFC Fylde | - | Chesterfield FC | 1:3 | ||||
| 20. Jornada | 02.11.2019 | Ebbsfleet United | - | Chesterfield FC | 2:2 | ||||
| 22. Jornada | 23.11.2019 | Harrogate Town | - | Chesterfield FC | 3:1 | ||||
| 23. Jornada | 26.11.2019 | Chesterfield FC | - | Hartlepool United | 1:5 | ||||
| 24. Jornada | 30.11.2019 | Aldershot Town | - | Chesterfield FC | 2:2 | ||||
| 19. Jornada | 10.12.2019 | Chesterfield FC | - | Yeovil Town | 1:2 |
Inglaterra
Granada