| 1 | Sat 31 Aug | 310-1 v GillinghamGillingham 1-0 Chesterfield | Sky Bet League Two |
| 2 | Tue 3 Sep | 311-0 v Lincoln CityLincoln City 0-1 Chesterfield | EFL Trophy Northern Group G |
| 3 | Sat 14 Sep | 310-1 v Port ValePort Vale 1-0 Chesterfield | Sky Bet League Two |
| 4 | Sat 21 Sep | 311-1 v Cheltenham TownChesterfield 1-1 Cheltenham Town | Sky Bet League Two |
| 5 | Tue 3 Dec | 310-3 v Milton Keynes DonsMilton Keynes Dons 3-0 Chesterfield | Sky Bet League Two |
| 6 | Sat 7 Dec | 313-0 v Tranmere RoversChesterfield 3-0 Tranmere Rovers | Sky Bet League Two |
| 7 | Tue 10 Dec | 313-2 v Wigan AthleticChesterfield 3-2 Wigan Athletic | EFL Trophy Second Round |
| 8 | Sat 14 Dec | 312-0 v Carlisle UnitedCarlisle United 0-2 Chesterfield | Sky Bet League Two |
| 9 | Sat 21 Dec | 311-0 v AFC WimbledonChesterfield 1-0 AFC Wimbledon | Sky Bet League Two |
| 10 | Thu 26 Dec | 31 0-2 v Fleetwood TownFleetwood Town 2-0 Chesterfield | Sky Bet League Two |
| 11 | Sun 29 Dec | 31 1-2 v Bradford CityBradford City 2-1 Chesterfield | Sky Bet League Two |
| 12 | Wed 1 Jan | 311-2 v Milton Keynes DonsChesterfield 1-2 Milton Keynes Dons | Sky Bet League Two |
| 13 | Tue 14 Jan | 310-0 v Rotherham UnitedChesterfield 0-0 Rotherham United | EFL Trophy Third Round |
| 14 | Sat 18 Jan | 311-1 v Grimsby TownGrimsby Town 1-1 Chesterfield | Sky Bet League Two |
| 15 | Sat 25 Jan | 311-1 v Port ValeChesterfield 1-1 Port Vale | Sky Bet League Two |
| 16 | Sat 22 Feb | 310-1 v Swindon TownSwindon Town 1-0 Chesterfield | Sky Bet League Two |
Football Web Pages