| 1 | Sat 6 Aug 2016 | 61-1 v Oxford UnitedOxford United 1-1 Chesterfield | Sky Bet League One |
| 2 | Tue 9 Aug 2016 | 61-3 v RochdaleRochdale 3-1 Chesterfield | EFL Cup First Round |
| 3 | Sat 13 Aug 2016 | 63-1 v Swindon TownChesterfield 3-1 Swindon Town | Sky Bet League One |
| 4 | Tue 16 Aug 2016 | 62-0 v WalsallChesterfield 2-0 Walsall | Sky Bet League One |
| 5 | Sat 20 Aug 2016 | 61-2 v Shrewsbury TownShrewsbury Town 2-1 Chesterfield | Sky Bet League One |
| 6 | Sat 27 Aug 2016 | 61-3 v MillwallChesterfield 1-3 Millwall | Sky Bet League One |
| 7 | Sat 3 Sep 2016 | 61-2 v AFC WimbledonAFC Wimbledon 2-1 Chesterfield | Sky Bet League One |
| 8 | Sat 24 Sep 2016 | 61-2 v BuryBury 2-1 Chesterfield | Sky Bet League One |
| 9 | Sat 29 Oct 2016 | 60-1 v Charlton AthleticCharlton Athletic 1-0 Chesterfield | Sky Bet League One |
| 10 | Tue 1 Nov 2016 | 60-2 v Coventry CityCoventry City 2-0 Chesterfield | Sky Bet League One |
| 11 | Sat 5 Nov 2016 | 62-1 v Colchester UnitedColchester United 1-2 Chesterfield | Emirates FA Cup First Round |
| 12 | Tue 8 Nov 2016 | 62-0 v Crewe AlexandraCrewe Alexandra 0-2 Chesterfield | Checkatrade Trophy Northern Group B |
| 13 | Sun 13 Nov 2016 | 61-4 v Sheffield UnitedChesterfield 1-4 Sheffield United | Sky Bet League One |
| 14 | Sat 19 Nov 2016 | 61-2 v Fleetwood TownFleetwood Town 2-1 Chesterfield | Sky Bet League One |
| 15 | Tue 22 Nov 2016 | 63-2 v Milton Keynes DonsMilton Keynes Dons 2-3 Chesterfield | Sky Bet League One |
| 16 | Sat 26 Nov 2016 | 63-2 v Bristol RoversChesterfield 3-2 Bristol Rovers | Sky Bet League One |
| 17 | Sat 3 Dec 2016 | 60-5 v Wycombe WanderersChesterfield 0-5 Wycombe Wanderers | Emirates FA Cup Second Round |
| 18 | Sat 10 Dec 2016 | 62-5 v Peterborough UnitedPeterborough United 5-2 Chesterfield | Sky Bet League One |
| 19 | Sat 17 Dec 2016 | 61-0 v Bolton WanderersChesterfield 1-0 Bolton Wanderers | Sky Bet League One |
| 20 | Mon 26 Dec 2016 | 60-3 v RochdaleRochdale 3-0 Chesterfield | Sky Bet League One |
| 21 | Fri 30 Dec 2016 | 60-1 v Port ValePort Vale 1-0 Chesterfield | Sky Bet League One |
| 22 | Mon 2 Jan 2017 | 60-0 v Milton Keynes DonsChesterfield 0-0 Milton Keynes Dons | Sky Bet League One |
| 23 | Sat 7 Jan 2017 | 60-2 v Bradford CityBradford City 2-0 Chesterfield | Sky Bet League One |
| 24 | Tue 10 Jan 2017 | 60-4 v Luton TownLuton Town 4-0 Chesterfield | Checkatrade Trophy Third Round |
| 25 | Sat 14 Jan 2017 | 61-0 v Coventry CityChesterfield 1-0 Coventry City | Sky Bet League One |
| 26 | Sat 21 Jan 2017 | 60-0 v AFC WimbledonChesterfield 0-0 AFC Wimbledon | Sky Bet League One |
| 27 | Sat 4 Feb 2017 | 60-1 v Oldham AthleticChesterfield 0-1 Oldham Athletic | Sky Bet League One |
| 28 | Sat 11 Feb 2017 | 61-3 v Northampton TownNorthampton Town 3-1 Chesterfield | Sky Bet League One |
| 29 | Tue 14 Feb 2017 | 61-1 v GillinghamGillingham 1-1 Chesterfield | Sky Bet League One |
| 30 | Sat 18 Feb 2017 | 61-2 v BuryChesterfield 1-2 Bury | Sky Bet League One |
| 31 | Tue 21 Feb 2017 | 60-0 v MillwallMillwall 0-0 Chesterfield | Sky Bet League One |
| 32 | Sat 25 Feb 2017 | 60-4 v Oxford UnitedChesterfield 0-4 Oxford United | Sky Bet League One |
| 33 | Sat 4 Mar 2017 | 61-0 v Swindon TownSwindon Town 0-1 Chesterfield | Sky Bet League One |
| 34 | Tue 7 Mar 2017 | 60-1 v WalsallWalsall 1-0 Chesterfield | Sky Bet League One |
| 35 | Sat 11 Mar 2017 | 231-1 v Shrewsbury TownChesterfield 1-1 Shrewsbury Town | Sky Bet League One |
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