| 1 | Sat 8 Aug 2015 | 13-1 v BarnsleyChesterfield 3-1 Barnsley | Sky Bet League One |
| 2 | Tue 11 Aug 2015 | 11-3 v Carlisle UnitedCarlisle United 3-1 Chesterfield | Capital One Cup First Round |
| 3 | Sat 15 Aug 2015 | 10-2 v Sheffield UnitedSheffield United 2-0 Chesterfield | Sky Bet League One |
| 4 | Tue 18 Aug 2015 | 12-1 v Shrewsbury TownShrewsbury Town 1-2 Chesterfield | Sky Bet League One |
| 5 | Sat 22 Aug 2015 | 10-0 v RochdaleChesterfield 0-0 Rochdale | Sky Bet League One |
| 6 | Sat 29 Aug 2015 | 12-0 v MillwallMillwall 0-2 Chesterfield | Sky Bet League One |
| 7 | Sat 5 Sep 2015 | 12-3 v Wigan AthleticChesterfield 2-3 Wigan Athletic | Sky Bet League One |
| 8 | Sat 12 Sep 2015 | 13-3 v Colchester UnitedChesterfield 3-3 Colchester United | Sky Bet League One |
| 9 | Sat 19 Sep 2015 | 10-1 v Coventry CityCoventry City 1-0 Chesterfield | Sky Bet League One |
| 10 | Sat 26 Sep 2015 | 11-2 v Burton AlbionChesterfield 1-2 Burton Albion | Sky Bet League One |
| 11 | Tue 29 Sep 2015 | 10-2 v BlackpoolBlackpool 2-0 Chesterfield | Sky Bet League One |
| 12 | Sat 3 Oct 2015 | 12-1 v Crewe AlexandraCrewe Alexandra 1-2 Chesterfield | Sky Bet League One |
| 13 | Tue 6 Oct 2015 | 11-2 v RochdaleRochdale 2-1 Chesterfield | Johnstone's Paint Trophy Northern Area Second Round |
| 14 | Sat 10 Oct 2015 | 11-3 v GillinghamChesterfield 1-3 Gillingham | Sky Bet League One |
| 15 | Sat 17 Oct 2015 | 12-1 v WalsallWalsall 1-2 Chesterfield | Sky Bet League One |
| 16 | Tue 20 Oct 2015 | 13-0 v Southend UnitedChesterfield 3-0 Southend United | Sky Bet League One |
| 17 | Sat 24 Oct 2015 | 10-3 v Scunthorpe UnitedChesterfield 0-3 Scunthorpe United | Sky Bet League One |
| 18 | Sat 31 Oct 2015 | 11-0 v Fleetwood TownFleetwood Town 0-1 Chesterfield | Sky Bet League One |
| 19 | Mon 9 Nov 2015 | 14-1 v FC United of ManchesterFC United of Manchester 1-4 Chesterfield | Emirates FA Cup First Round |
| 20 | Sat 14 Nov 2015 | 11-2 v Oldham AthleticChesterfield 1-2 Oldham Athletic | Sky Bet League One |
| 21 | Sat 21 Nov 2015 | 12-3 v Port ValePort Vale 3-2 Chesterfield | Sky Bet League One |
| 22 | Tue 24 Nov 2015 | 10-3 v Doncaster RoversDoncaster Rovers 3-0 Chesterfield | Sky Bet League One |
| 23 | Sat 28 Nov 2015 | 10-4 v Swindon TownChesterfield 0-4 Swindon Town | Sky Bet League One |
| 24 | Sat 5 Dec 2015 | 11-1 v WalsallChesterfield 1-1 Walsall | Emirates FA Cup Second Round |
| 25 | Sat 12 Dec 2015 | 10-1 v BuryBury 1-0 Chesterfield | Sky Bet League One |
| 26 | Tue 15 Dec 2015 | 10-0 v WalsallWalsall 0-0 Chesterfield | Emirates FA Cup Second Round Replay |
| 27 | Sat 19 Dec 2015 | 10-1 v Bradford CityChesterfield 0-1 Bradford City | Sky Bet League One |
| 28 | Sat 26 Dec 2015 | 10-2 v Peterborough UnitedPeterborough United 2-0 Chesterfield | Sky Bet League One |
| 29 | Mon 28 Dec 2015 | 11-1 v Coventry CityChesterfield 1-1 Coventry City | Sky Bet League One |
| 30 | Sat 2 Jan 2016 | 17-1 v Shrewsbury TownChesterfield 7-1 Shrewsbury Town | Sky Bet League One |
| 31 | Sat 9 Jan 2016 | 13-2 v RochdaleRochdale 2-3 Chesterfield | Sky Bet League One |
| 32 | Sat 16 Jan 2016 | 11-3 v Wigan AthleticWigan Athletic 3-1 Chesterfield | Sky Bet League One |
| 33 | Sat 23 Jan 2016 | 11-2 v MillwallChesterfield 1-2 Millwall | Sky Bet League One |
| 34 | Sat 6 Feb 2016 | 10-1 v Peterborough UnitedChesterfield 0-1 Peterborough United | Sky Bet League One |
| 35 | Fri 12 Feb 2016 | 10-1 v Burton AlbionBurton Albion 1-0 Chesterfield | Sky Bet League One |
| 36 | Tue 16 Feb 2016 | 11-1 v Colchester UnitedColchester United 1-1 Chesterfield | Sky Bet League One |
| 37 | Sat 20 Feb 2016 | 13-1 v Crewe AlexandraChesterfield 3-1 Crewe Alexandra | Sky Bet League One |
| 38 | Sat 27 Feb 2016 | 12-1 v GillinghamGillingham 1-2 Chesterfield | Sky Bet League One |
| 39 | Tue 1 Mar 2016 | 11-1 v BlackpoolChesterfield 1-1 Blackpool | Sky Bet League One |
| 40 | Sat 5 Mar 2016 | 11-0 v Southend UnitedSouthend United 0-1 Chesterfield | Sky Bet League One |
| 41 | Sat 12 Mar 2016 | 11-4 v WalsallChesterfield 1-4 Walsall | Sky Bet League One |
| 42 | Sat 19 Mar 2016 | 11-1 v Scunthorpe UnitedScunthorpe United 1-1 Chesterfield | Sky Bet League One |
| 43 | Sat 26 Mar 2016 | 10-0 v Fleetwood TownChesterfield 0-0 Fleetwood Town | Sky Bet League One |
| 44 | Mon 28 Mar 2016 | 10-1 v Oldham AthleticOldham Athletic 1-0 Chesterfield | Sky Bet League One |
| 45 | Sat 2 Apr 2016 | 14-2 v Port ValeChesterfield 4-2 Port Vale | Sky Bet League One |
| 46 | Sat 9 Apr 2016 | 12-1 v BarnsleyBarnsley 1-2 Chesterfield | Sky Bet League One |
| 47 | Sat 16 Apr 2016 | 10-3 v Sheffield UnitedChesterfield 0-3 Sheffield United | Sky Bet League One |
| 48 | Tue 19 Apr 2016 | 11-1 v Doncaster RoversChesterfield 1-1 Doncaster Rovers | Sky Bet League One |
| 49 | Sat 23 Apr 2016 | 10-1 v Swindon TownSwindon Town 1-0 Chesterfield | Sky Bet League One |
| 50 | Sat 30 Apr 2016 | 13-0 v BuryChesterfield 3-0 Bury | Sky Bet League One |
| 51 | Sun 8 May 2016 | 10-2 v Bradford CityBradford City 2-0 Chesterfield | Sky Bet League One |
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