| 1 | Sat 30 Aug 2014 | 162-1 v Port ValePort Vale 1-2 Chesterfield | Sky Bet League One |
| 2 | Tue 2 Sep 2014 | 160-2 v Scunthorpe UnitedScunthorpe United 2-0 Chesterfield | Johnstone's Paint Trophy Northern Area First Round |
| 3 | Sat 20 Sep 2014 | 162-3 v Doncaster RoversDoncaster Rovers 3-2 Chesterfield | Sky Bet League One |
| 4 | Sat 1 Nov 2014 | 160-0 v Yeovil TownChesterfield 0-0 Yeovil Town | Sky Bet League One |
| 5 | Sun 9 Nov 2014 | 166-0 v Braintree TownBraintree Town 0-6 Chesterfield | FA Cup First Round |
| 6 | Sat 15 Nov 2014 | 160-0 v Crewe AlexandraCrewe Alexandra 0-0 Chesterfield | Sky Bet League One |
| 7 | Sat 22 Nov 2014 | 162-1 v BarnsleyChesterfield 2-1 Barnsley | Sky Bet League One |
| 8 | Sat 29 Nov 2014 | 161-1 v Crawley TownCrawley Town 1-1 Chesterfield | Sky Bet League One |
| 9 | Sat 6 Dec 2014 | 161-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Chesterfield | FA Cup Second Round |
| 10 | Sat 13 Dec 2014 | 160-1 v Bradford CityChesterfield 0-1 Bradford City | Sky Bet League One |
| 11 | Sat 20 Dec 2014 | 163-2 v GillinghamGillingham 2-3 Chesterfield | Sky Bet League One |
| 12 | Fri 26 Dec 2014 | 163-2 v Peterborough UnitedChesterfield 3-2 Peterborough United | Sky Bet League One |
| 13 | Sun 28 Dec 2014 | 160-0 v Coventry CityCoventry City 0-0 Chesterfield | Sky Bet League One |
| 14 | Fri 2 Jan 2015 | 161-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Chesterfield | FA Cup Second Round |
| 15 | Tue 6 Jan 2015 | 162-2 v Scunthorpe UnitedScunthorpe United 2-2 Chesterfield | FA Cup Third Round |
| 16 | Sat 10 Jan 2015 | 163-0 v Port ValeChesterfield 3-0 Port Vale | Sky Bet League One |
| 17 | Tue 13 Jan 2015 | 162-0 v Scunthorpe UnitedChesterfield 2-0 Scunthorpe United | FA Cup Third Round |
| 18 | Sat 17 Jan 2015 | 161-3 v Swindon TownSwindon Town 3-1 Chesterfield | Sky Bet League One |
| 19 | Sat 24 Jan 2015 | 160-2 v Derby CountyDerby County 2-0 Chesterfield | FA Cup Fourth Round |
| 20 | Tue 27 Jan 2015 | 163-0 v Crawley TownChesterfield 3-0 Crawley Town | Sky Bet League One |
| 21 | Sat 31 Jan 2015 | 162-2 v Doncaster RoversChesterfield 2-2 Doncaster Rovers | Sky Bet League One |
| 22 | Tue 10 Feb 2015 | 160-2 v Preston North EndChesterfield 0-2 Preston North End | Sky Bet League One |
| 23 | Sat 14 Feb 2015 | 162-3 v Leyton OrientChesterfield 2-3 Leyton Orient | Sky Bet League One |
| 24 | Sat 11 Apr 2015 | 161-1 v BarnsleyBarnsley 1-1 Chesterfield | Sky Bet League One |
| 25 | Sat 18 Apr 2015 | 160-0 v Oldham AthleticOldham Athletic 0-0 Chesterfield | Sky Bet League One |
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