16. Round | 13/10/2018 | Halifax Town | - | Chesterfield FC | 1:1 | ||||
17. Round | 27/10/2018 | Chesterfield FC | - | Wrexham AFC | 1:1 | ||||
18. Round | 30/10/2018 | Sutton United | - | Chesterfield FC | 1:1 | ||||
19. Round | 03/11/2018 | Harrogate Town | - | Chesterfield FC | 1:1 | ||||
24. Round | 08/12/2018 | Chesterfield FC | - | Salford City | 2:0 | ||||
25. Round | 22/12/2018 | Leyton Orient | - | Chesterfield FC | 3:1 | ||||
28. Round | 01/01/2019 | Solihull Moors | - | Chesterfield FC | 2:2 | ||||
30. Round | 19/01/2019 | Aldershot Town | - | Chesterfield FC | 0:2 | ||||
31. Round | 26/01/2019 | Chesterfield FC | - | Barrow AFC | 0:0 | ||||
23. Round | 26/02/2019 | Barnet FC | - | Chesterfield FC | 0:2 | ||||
38. Round | 12/03/2019 | Bromley FC | - | Chesterfield FC | 3:3 | ||||
42. Round | 06/04/2019 | Dover Athletic | - | Chesterfield FC | 0:0 | ||||
44. Round | 19/04/2019 | Gateshead FC | - | Chesterfield FC | 1:0 | ||||
46. Round | 27/04/2019 | Maidenhead United | - | Chesterfield FC | 2:0 |