18. Round | 19/11/2016 | Fleetwood Town | - | Chesterfield FC | 2:1 | ||||
22. Round | 17/12/2016 | Chesterfield FC | - | Bolton Wanderers | 1:0 | ||||
23. Round | 26/12/2016 | Rochdale AFC | - | Chesterfield FC | 3:0 | ||||
31. Round | 11/02/2017 | Northampton Town | - | Chesterfield FC | 3:1 | ||||
32. Round | 14/02/2017 | Gillingham FC | - | Chesterfield FC | 1:1 |