31. Round | 18/01/2020 | Eastleigh FC | - | Chesterfield FC | 0:2 | ||||
32. Round | 25/01/2020 | Chesterfield FC | - | AFC Fylde | 1:1 | ||||
33. Round | 01/02/2020 | Notts County | - | Chesterfield FC | 3:0 | ||||
34. Round | 08/02/2020 | Chesterfield FC | - | Wrexham AFC | 3:2 | ||||
36. Round | 22/02/2020 | Chesterfield FC | - | Ebbsfleet United | 4:0 | ||||
37. Round | 03/03/2020 | Chesterfield FC | - | Harrogate Town | 3:4 | ||||
38. Round | 07/03/2020 | Chorley FC | - | Chesterfield FC | 1:2 | ||||
39. Round | 14/03/2020 | Dover Athletic | - | Chesterfield FC | 1:1 |