| 1 | Sat 6 Feb 2016 | 50-1 v Peterborough UnitedChesterfield 0-1 Peterborough United | Sky Bet League One |
| 2 | Fri 12 Feb 2016 | 50-1 v Burton AlbionBurton Albion 1-0 Chesterfield | Sky Bet League One |
| 3 | Tue 16 Feb 2016 | 51-1 v Colchester UnitedColchester United 1-1 Chesterfield | Sky Bet League One |
| 4 | Sat 5 Mar 2016 | 51-0 v Southend UnitedSouthend United 0-1 Chesterfield | Sky Bet League One |
| 5 | Sat 12 Mar 2016 | 51-4 v WalsallChesterfield 1-4 Walsall | Sky Bet League One |
| 6 | Sat 19 Mar 2016 | 51-1 v Scunthorpe UnitedScunthorpe United 1-1 Chesterfield | Sky Bet League One |
| 7 | Sat 26 Mar 2016 | 50-0 v Fleetwood TownChesterfield 0-0 Fleetwood Town | Sky Bet League One |
| 8 | Mon 28 Mar 2016 | 50-1 v Oldham AthleticOldham Athletic 1-0 Chesterfield | Sky Bet League One |
| 9 | Sat 2 Apr 2016 | 54-2 v Port ValeChesterfield 4-2 Port Vale | Sky Bet League One |
| 10 | Sat 9 Apr 2016 | 52-1 v BarnsleyBarnsley 1-2 Chesterfield | Sky Bet League One |
| 11 | Sat 16 Apr 2016 | 50-3 v Sheffield UnitedChesterfield 0-3 Sheffield United | Sky Bet League One |
| 12 | Tue 19 Apr 2016 | 51-1 v Doncaster RoversChesterfield 1-1 Doncaster Rovers | Sky Bet League One |
| 13 | Sat 23 Apr 2016 | 50-1 v Swindon TownSwindon Town 1-0 Chesterfield | Sky Bet League One |
| 14 | Sat 30 Apr 2016 | 53-0 v BuryChesterfield 3-0 Bury | Sky Bet League One |
| 15 | Sun 8 May 2016 | 50-2 v Bradford CityBradford City 2-0 Chesterfield | Sky Bet League One |
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