| 1 | Tue 9 Aug 2016 | 171-3 v RochdaleRochdale 3-1 Chesterfield | EFL Cup First Round |
| 2 | Sat 10 Sep 2016 | 170-0 v Oldham AthleticOldham Athletic 0-0 Chesterfield | Sky Bet League One |
| 3 | Sat 24 Sep 2016 | 171-2 v BuryBury 2-1 Chesterfield | Sky Bet League One |
| 4 | Tue 27 Sep 2016 | 173-3 v GillinghamChesterfield 3-3 Gillingham | Sky Bet League One |
| 5 | Sat 1 Oct 2016 | 170-1 v Bradford CityChesterfield 0-1 Bradford City | Sky Bet League One |
| 6 | Sat 15 Oct 2016 | 170-1 v Southend UnitedSouthend United 1-0 Chesterfield | Sky Bet League One |
| 7 | Sat 29 Oct 2016 | 170-1 v Charlton AthleticCharlton Athletic 1-0 Chesterfield | Sky Bet League One |
| 8 | Tue 1 Nov 2016 | 170-2 v Coventry CityCoventry City 2-0 Chesterfield | Sky Bet League One |
| 9 | Sat 5 Nov 2016 | 172-1 v Colchester UnitedColchester United 1-2 Chesterfield | Emirates FA Cup First Round |
| 10 | Tue 8 Nov 2016 | 172-0 v Crewe AlexandraCrewe Alexandra 0-2 Chesterfield | Checkatrade Trophy Northern Group B |
| 11 | Sun 13 Nov 2016 | 171-4 v Sheffield UnitedChesterfield 1-4 Sheffield United | Sky Bet League One |
| 12 | Sat 19 Nov 2016 | 171-2 v Fleetwood TownFleetwood Town 2-1 Chesterfield | Sky Bet League One |
| 13 | Tue 22 Nov 2016 | 173-2 v Milton Keynes DonsMilton Keynes Dons 2-3 Chesterfield | Sky Bet League One |
| 14 | Sat 26 Nov 2016 | 173-2 v Bristol RoversChesterfield 3-2 Bristol Rovers | Sky Bet League One |
| 15 | Tue 6 Dec 2016 | 172-0 v RochdaleRochdale 0-2 Chesterfield | Checkatrade Trophy Second Round |
| 16 | Sat 10 Dec 2016 | 172-5 v Peterborough UnitedPeterborough United 5-2 Chesterfield | Sky Bet League One |
| 17 | Sat 17 Dec 2016 | 171-0 v Bolton WanderersChesterfield 1-0 Bolton Wanderers | Sky Bet League One |
| 18 | Mon 26 Dec 2016 | 170-3 v RochdaleRochdale 3-0 Chesterfield | Sky Bet League One |
| 19 | Tue 10 Jan 2017 | 170-4 v Luton TownLuton Town 4-0 Chesterfield | Checkatrade Trophy Third Round |
| 20 | Sat 14 Jan 2017 | 281-0 v Coventry CityChesterfield 1-0 Coventry City | Sky Bet League One |
| 21 | Tue 21 Feb 2017 | 170-0 v MillwallMillwall 0-0 Chesterfield | Sky Bet League One |
| 22 | Sat 11 Mar 2017 | 171-1 v Shrewsbury TownChesterfield 1-1 Shrewsbury Town | Sky Bet League One |
| 23 | Tue 14 Mar 2017 | 173-3 v Peterborough UnitedChesterfield 3-3 Peterborough United | Sky Bet League One |
| 24 | Sat 1 Apr 2017 | 170-0 v Bolton WanderersBolton Wanderers 0-0 Chesterfield | Sky Bet League One |
| 25 | Sat 8 Apr 2017 | 171-0 v Port ValeChesterfield 1-0 Port Vale | Sky Bet League One |
| 26 | Fri 14 Apr 2017 | 170-4 v Southend UnitedChesterfield 0-4 Southend United | Sky Bet League One |
| 27 | Mon 17 Apr 2017 | 171-3 v Scunthorpe UnitedScunthorpe United 3-1 Chesterfield | Sky Bet League One |
| 28 | Sat 22 Apr 2017 | 171-2 v Charlton AthleticChesterfield 1-2 Charlton Athletic | Sky Bet League One |
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