| 1 | Sat 19 Sep 2015 | 20-1 v Coventry CityCoventry City 1-0 Chesterfield | Sky Bet League One |
| 2 | Tue 29 Sep 2015 | 20-2 v BlackpoolBlackpool 2-0 Chesterfield | Sky Bet League One |
| 3 | Sat 3 Oct 2015 | 22-1 v Crewe AlexandraCrewe Alexandra 1-2 Chesterfield | Sky Bet League One |
| 4 | Sat 10 Oct 2015 | 21-3 v GillinghamChesterfield 1-3 Gillingham | Sky Bet League One |
| 5 | Sat 17 Oct 2015 | 22-1 v WalsallWalsall 1-2 Chesterfield | Sky Bet League One |
| 6 | Tue 20 Oct 2015 | 23-0 v Southend UnitedChesterfield 3-0 Southend United | Sky Bet League One |
| 7 | Sat 24 Oct 2015 | 20-3 v Scunthorpe UnitedChesterfield 0-3 Scunthorpe United | Sky Bet League One |
| 8 | Sat 31 Oct 2015 | 21-0 v Fleetwood TownFleetwood Town 0-1 Chesterfield | Sky Bet League One |
| 9 | Mon 9 Nov 2015 | 24-1 v FC United of ManchesterFC United of Manchester 1-4 Chesterfield | Emirates FA Cup First Round |
| 10 | Sat 14 Nov 2015 | 21-2 v Oldham AthleticChesterfield 1-2 Oldham Athletic | Sky Bet League One |
| 11 | Sat 21 Nov 2015 | 22-3 v Port ValePort Vale 3-2 Chesterfield | Sky Bet League One |
| 12 | Tue 24 Nov 2015 | 20-3 v Doncaster RoversDoncaster Rovers 3-0 Chesterfield | Sky Bet League One |
| 13 | Sat 28 Nov 2015 | 20-4 v Swindon TownChesterfield 0-4 Swindon Town | Sky Bet League One |
| 14 | Mon 28 Dec 2015 | 21-1 v Coventry CityChesterfield 1-1 Coventry City | Sky Bet League One |
| 15 | Sat 2 Jan 2016 | 27-1 v Shrewsbury TownChesterfield 7-1 Shrewsbury Town | Sky Bet League One |
| 16 | Sat 9 Jan 2016 | 23-2 v RochdaleRochdale 2-3 Chesterfield | Sky Bet League One |
| 17 | Sat 16 Jan 2016 | 21-3 v Wigan AthleticWigan Athletic 3-1 Chesterfield | Sky Bet League One |
| 18 | Sat 6 Feb 2016 | 20-1 v Peterborough UnitedChesterfield 0-1 Peterborough United | Sky Bet League One |
| 19 | Fri 12 Feb 2016 | 20-1 v Burton AlbionBurton Albion 1-0 Chesterfield | Sky Bet League One |
| 20 | Sat 20 Feb 2016 | 23-1 v Crewe AlexandraChesterfield 3-1 Crewe Alexandra | Sky Bet League One |
| 21 | Sat 26 Mar 2016 | 20-0 v Fleetwood TownChesterfield 0-0 Fleetwood Town | Sky Bet League One |
| 22 | Tue 19 Apr 2016 | 21-1 v Doncaster RoversChesterfield 1-1 Doncaster Rovers | Sky Bet League One |
| 23 | Sat 23 Apr 2016 | 20-1 v Swindon TownSwindon Town 1-0 Chesterfield | Sky Bet League One |
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