| 1 | Tue 12 Aug 2014 | 243-5 v Huddersfield TownChesterfield 3-5 Huddersfield Town | Capital One Cup First Round |
| 2 | Sat 16 Aug 2014 | 242-1 v RochdaleChesterfield 2-1 Rochdale | Sky Bet League One |
| 3 | Tue 19 Aug 2014 | 240-1 v Milton Keynes DonsChesterfield 0-1 Milton Keynes Dons | Sky Bet League One |
| 4 | Sat 23 Aug 2014 | 240-0 v Fleetwood TownFleetwood Town 0-0 Chesterfield | Sky Bet League One |
| 5 | Sat 30 Aug 2014 | 242-1 v Port ValePort Vale 1-2 Chesterfield | Sky Bet League One |
| 6 | Tue 2 Sep 2014 | 240-2 v Scunthorpe UnitedScunthorpe United 2-0 Chesterfield | Johnstone's Paint Trophy Northern Area First Round |
| 7 | Tue 16 Sep 2014 | 243-3 v Preston North EndPreston North End 3-3 Chesterfield | Sky Bet League One |
| 8 | Sat 20 Sep 2014 | 242-3 v Doncaster RoversDoncaster Rovers 3-2 Chesterfield | Sky Bet League One |
| 9 | Sat 27 Sep 2014 | 241-1 v Notts CountyChesterfield 1-1 Notts County | Sky Bet League One |
| 10 | Sat 11 Oct 2014 | 242-3 v Bristol CityBristol City 3-2 Chesterfield | Sky Bet League One |
| 11 | Tue 21 Oct 2014 | 241-2 v Colchester UnitedColchester United 2-1 Chesterfield | Sky Bet League One |
| 12 | Sat 25 Oct 2014 | 240-1 v WalsallWalsall 1-0 Chesterfield | Sky Bet League One |
| 13 | Tue 28 Oct 2014 | 240-3 v Swindon TownChesterfield 0-3 Swindon Town | Sky Bet League One |
| 14 | Sat 1 Nov 2014 | 240-0 v Yeovil TownChesterfield 0-0 Yeovil Town | Sky Bet League One |
| 15 | Sat 22 Nov 2014 | 242-1 v BarnsleyChesterfield 2-1 Barnsley | Sky Bet League One |
| 16 | Fri 26 Dec 2014 | 243-2 v Peterborough UnitedChesterfield 3-2 Peterborough United | Sky Bet League One |
| 17 | Sun 28 Dec 2014 | 240-0 v Coventry CityCoventry City 0-0 Chesterfield | Sky Bet League One |
| 18 | Sat 24 Jan 2015 | 240-2 v Derby CountyDerby County 2-0 Chesterfield | FA Cup Fourth Round |
| 19 | Sat 21 Feb 2015 | 240-1 v RochdaleRochdale 1-0 Chesterfield | Sky Bet League One |
| 20 | Sat 28 Feb 2015 | 243-0 v Fleetwood TownChesterfield 3-0 Fleetwood Town | Sky Bet League One |
| 21 | Tue 3 Mar 2015 | 242-1 v Milton Keynes DonsMilton Keynes Dons 1-2 Chesterfield | Sky Bet League One |
| 22 | Sat 14 Mar 2015 | 242-3 v Coventry CityChesterfield 2-3 Coventry City | Sky Bet League One |
| 23 | Tue 17 Mar 2015 | 243-0 v GillinghamChesterfield 3-0 Gillingham | Sky Bet League One |
| 24 | Sat 21 Mar 2015 | 240-1 v Peterborough UnitedPeterborough United 1-0 Chesterfield | Sky Bet League One |
| 25 | Sat 28 Mar 2015 | 241-0 v WalsallChesterfield 1-0 Walsall | Sky Bet League One |
| 26 | Tue 31 Mar 2015 | 261-0 v Bradford CityBradford City 0-1 Chesterfield | Sky Bet League One |
| 27 | Tue 14 Apr 2015 | 246-0 v Colchester UnitedChesterfield 6-0 Colchester United | Sky Bet League One |
| 28 | Sat 25 Apr 2015 | 240-2 v Bristol CityChesterfield 0-2 Bristol City | Sky Bet League One |
| 29 | Thu 7 May 2015 | 240-1 v Preston North EndChesterfield 0-1 Preston North End | Sky Bet League One Play-off Semi Final |
| 30 | Sun 10 May 2015 | 240-3 v Preston North EndPreston North End 3-0 Chesterfield | Sky Bet League One Play-off Semi Final |
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