| 33. Round | 18/02/2017 | Chesterfield FC | - | Bury FC | 1:2 | ||||
| 29. Round | 21/02/2017 | Millwall FC | - | Chesterfield FC | 0:0 | ||||
| 34. Round | 25/02/2017 | Chesterfield FC | - | Oxford United | 0:4 | ||||
| 36. Round | 04/03/2017 | Swindon Town | - | Chesterfield FC | 0:1 | ||||
| 35. Round | 07/03/2017 | Walsall FC | - | Chesterfield FC | 1:0 | ||||
| 37. Round | 11/03/2017 | Chesterfield FC | - | Shrewsbury Town | 1:1 | ||||
| 38. Round | 14/03/2017 | Chesterfield FC | - | Peterborough United | 3:3 | ||||
| 39. Round | 18/03/2017 | Bristol Rovers | - | Chesterfield FC | 2:1 | ||||
| 40. Round | 25/03/2017 | Chesterfield FC | - | Rochdale AFC | 1:3 | ||||
| 41. Round | 01/04/2017 | Bolton Wanderers | - | Chesterfield FC | 0:0 | ||||
| 42. Round | 08/04/2017 | Chesterfield FC | - | Port Vale FC | 1:0 | ||||
| 43. Round | 14/04/2017 | Chesterfield FC | - | Southend United | 0:4 | ||||
| 44. Round | 17/04/2017 | Scunthorpe United | - | Chesterfield FC | 3:1 | ||||
| 45. Round | 22/04/2017 | Chesterfield FC | - | Charlton Athletic | 1:2 | ||||
| 46. Round | 30/04/2017 | Sheffield United | - | Chesterfield FC | 3:2 |
Germany