| 16. Jornada | 13.10.2018 | Halifax Town | - | Chesterfield FC | 1:1 | ||||
| 17. Jornada | 27.10.2018 | Chesterfield FC | - | Wrexham AFC | 1:1 | ||||
| 18. Jornada | 30.10.2018 | Sutton United | - | Chesterfield FC | 1:1 | ||||
| 19. Jornada | 03.11.2018 | Harrogate Town | - | Chesterfield FC | 1:1 | ||||
| 24. Jornada | 08.12.2018 | Chesterfield FC | - | Salford City | 2:0 |  |
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| 25. Jornada | 22.12.2018 | Leyton Orient | - | Chesterfield FC | 3:1 | |
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| 28. Jornada | 01.01.2019 | Solihull Moors | - | Chesterfield FC | 2:2 | ||||
| 30. Jornada | 19.01.2019 | Aldershot Town | - | Chesterfield FC | 0:2 | ||||
| 31. Jornada | 26.01.2019 | Chesterfield FC | - | Barrow AFC | 0:0 | ||||
| 23. Jornada | 26.02.2019 | Barnet FC | - | Chesterfield FC | 0:2 | |
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| 38. Jornada | 12.03.2019 | Bromley FC | - | Chesterfield FC | 3:3 | ||||
| 42. Jornada | 06.04.2019 | Dover Athletic | - | Chesterfield FC | 0:0 | ||||
| 44. Jornada | 19.04.2019 | Gateshead FC | - | Chesterfield FC | 1:0 | ||||
| 46. Jornada | 27.04.2019 | Maidenhead United | - | Chesterfield FC | 2:0 |
Inglaterra
Uganda