| 1 | Sat 6 Aug 2016 | 71-1 v Oxford UnitedOxford United 1-1 Chesterfield | Sky Bet League One |
| 2 | Sat 13 Aug 2016 | 73-1 v Swindon TownChesterfield 3-1 Swindon Town | Sky Bet League One |
| 3 | Tue 16 Aug 2016 | 72-0 v WalsallChesterfield 2-0 Walsall | Sky Bet League One |
| 4 | Sat 20 Aug 2016 | 71-2 v Shrewsbury TownShrewsbury Town 2-1 Chesterfield | Sky Bet League One |
| 5 | Sat 27 Aug 2016 | 71-3 v MillwallChesterfield 1-3 Millwall | Sky Bet League One |
| 6 | Sat 10 Sep 2016 | 70-0 v Oldham AthleticOldham Athletic 0-0 Chesterfield | Sky Bet League One |
| 7 | Sat 17 Sep 2016 | 73-1 v Northampton TownChesterfield 3-1 Northampton Town | Sky Bet League One |
| 8 | Sat 24 Sep 2016 | 71-2 v BuryBury 2-1 Chesterfield | Sky Bet League One |
| 9 | Sat 22 Oct 2016 | 70-3 v Scunthorpe UnitedChesterfield 0-3 Scunthorpe United | Sky Bet League One |
| 10 | Sat 29 Oct 2016 | 70-1 v Charlton AthleticCharlton Athletic 1-0 Chesterfield | Sky Bet League One |
| 11 | Tue 22 Nov 2016 | 73-2 v Milton Keynes DonsMilton Keynes Dons 2-3 Chesterfield | Sky Bet League One |
| 12 | Sat 26 Nov 2016 | 73-2 v Bristol RoversChesterfield 3-2 Bristol Rovers | Sky Bet League One |
| 13 | Tue 6 Dec 2016 | 72-0 v RochdaleRochdale 0-2 Chesterfield | Checkatrade Trophy Second Round |
| 14 | Fri 30 Dec 2016 | 70-1 v Port ValePort Vale 1-0 Chesterfield | Sky Bet League One |
| 15 | Sat 7 Jan 2017 | 70-2 v Bradford CityBradford City 2-0 Chesterfield | Sky Bet League One |
| 16 | Tue 10 Jan 2017 | 70-4 v Luton TownLuton Town 4-0 Chesterfield | Checkatrade Trophy Third Round |
| 17 | Sat 14 Jan 2017 | 71-0 v Coventry CityChesterfield 1-0 Coventry City | Sky Bet League One |
| 18 | Sat 21 Jan 2017 | 70-0 v AFC WimbledonChesterfield 0-0 AFC Wimbledon | Sky Bet League One |
| 19 | Sat 4 Feb 2017 | 70-1 v Oldham AthleticChesterfield 0-1 Oldham Athletic | Sky Bet League One |
| 20 | Sat 11 Feb 2017 | 71-3 v Northampton TownNorthampton Town 3-1 Chesterfield | Sky Bet League One |
| 21 | Tue 14 Feb 2017 | 71-1 v GillinghamGillingham 1-1 Chesterfield | Sky Bet League One |
| 22 | Sat 18 Feb 2017 | 71-2 v BuryChesterfield 1-2 Bury | Sky Bet League One |
| 23 | Tue 21 Feb 2017 | 70-0 v MillwallMillwall 0-0 Chesterfield | Sky Bet League One |
| 24 | Sat 25 Feb 2017 | 70-4 v Oxford UnitedChesterfield 0-4 Oxford United | Sky Bet League One |
| 25 | Tue 7 Mar 2017 | 70-1 v WalsallWalsall 1-0 Chesterfield | Sky Bet League One |
| 26 | Sat 11 Mar 2017 | 71-1 v Shrewsbury TownChesterfield 1-1 Shrewsbury Town | Sky Bet League One |
| 27 | Tue 14 Mar 2017 | 73-3 v Peterborough UnitedChesterfield 3-3 Peterborough United | Sky Bet League One |
| 28 | Sat 25 Mar 2017 | 71-3 v RochdaleChesterfield 1-3 Rochdale | Sky Bet League One |
| 29 | Sat 1 Apr 2017 | 70-0 v Bolton WanderersBolton Wanderers 0-0 Chesterfield | Sky Bet League One |
| 30 | Sat 8 Apr 2017 | 71-0 v Port ValeChesterfield 1-0 Port Vale | Sky Bet League One |
| 31 | Fri 14 Apr 2017 | 190-4 v Southend UnitedChesterfield 0-4 Southend United | Sky Bet League One |
| 32 | Mon 17 Apr 2017 | 71-3 v Scunthorpe UnitedScunthorpe United 3-1 Chesterfield | Sky Bet League One |
| 33 | Sat 22 Apr 2017 | 71-2 v Charlton AthleticChesterfield 1-2 Charlton Athletic | Sky Bet League One |
| 34 | Sun 30 Apr 2017 | 72-3 v Sheffield UnitedSheffield United 3-2 Chesterfield | Sky Bet League One |
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