| 1 | Sat 15 Oct 2016 | 150-1 v Southend UnitedSouthend United 1-0 Chesterfield | Sky Bet League One |
| 2 | Tue 18 Oct 2016 | 150-1 v Fleetwood TownChesterfield 0-1 Fleetwood Town | Sky Bet League One |
| 3 | Sat 22 Oct 2016 | 150-3 v Scunthorpe UnitedChesterfield 0-3 Scunthorpe United | Sky Bet League One |
| 4 | Sat 29 Oct 2016 | 150-1 v Charlton AthleticCharlton Athletic 1-0 Chesterfield | Sky Bet League One |
| 5 | Tue 1 Nov 2016 | 150-2 v Coventry CityCoventry City 2-0 Chesterfield | Sky Bet League One |
| 6 | Sat 5 Nov 2016 | 152-1 v Colchester UnitedColchester United 1-2 Chesterfield | Emirates FA Cup First Round |
| 7 | Sun 13 Nov 2016 | 151-4 v Sheffield UnitedChesterfield 1-4 Sheffield United | Sky Bet League One |
| 8 | Sat 19 Nov 2016 | 151-2 v Fleetwood TownFleetwood Town 2-1 Chesterfield | Sky Bet League One |
| 9 | Tue 22 Nov 2016 | 153-2 v Milton Keynes DonsMilton Keynes Dons 2-3 Chesterfield | Sky Bet League One |
| 10 | Sat 26 Nov 2016 | 153-2 v Bristol RoversChesterfield 3-2 Bristol Rovers | Sky Bet League One |
| 11 | Sat 3 Dec 2016 | 150-5 v Wycombe WanderersChesterfield 0-5 Wycombe Wanderers | Emirates FA Cup Second Round |
| 12 | Sat 10 Dec 2016 | 152-5 v Peterborough UnitedPeterborough United 5-2 Chesterfield | Sky Bet League One |
| 13 | Sat 17 Dec 2016 | 151-0 v Bolton WanderersChesterfield 1-0 Bolton Wanderers | Sky Bet League One |
| 14 | Mon 26 Dec 2016 | 150-3 v RochdaleRochdale 3-0 Chesterfield | Sky Bet League One |
| 15 | Fri 30 Dec 2016 | 150-1 v Port ValePort Vale 1-0 Chesterfield | Sky Bet League One |
| 16 | Mon 2 Jan 2017 | 150-0 v Milton Keynes DonsChesterfield 0-0 Milton Keynes Dons | Sky Bet League One |
| 17 | Sat 7 Jan 2017 | 150-2 v Bradford CityBradford City 2-0 Chesterfield | Sky Bet League One |
| 18 | Tue 10 Jan 2017 | 150-4 v Luton TownLuton Town 4-0 Chesterfield | Checkatrade Trophy Third Round |
| 19 | Sat 14 Jan 2017 | 151-0 v Coventry CityChesterfield 1-0 Coventry City | Sky Bet League One |
| 20 | Sat 21 Jan 2017 | 150-0 v AFC WimbledonChesterfield 0-0 AFC Wimbledon | Sky Bet League One |
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