| 1 | Sat 5 Aug 2017 | 25 1-3 v Grimsby TownChesterfield 1-3 Grimsby Town | Sky Bet League Two |
| 2 | Tue 8 Aug 2017 | 251-4 v Sheffield WednesdaySheffield Wednesday 4-1 Chesterfield | Carabao Cup First Round |
| 3 | Sat 12 Aug 2017 | 25 0-2 v Notts CountyNotts County 2-0 Chesterfield | Sky Bet League Two |
| 4 | Sat 19 Aug 2017 | 252-0 v Port ValeChesterfield 2-0 Port Vale | Sky Bet League Two |
| 5 | Sat 26 Aug 2017 | 25 1-4 v Newport CountyNewport County 4-1 Chesterfield | Sky Bet League Two |
| 6 | Tue 29 Aug 2017 | 252-4 v Bradford CityChesterfield 2-4 Bradford City | Checkatrade Trophy Northern Group F |
| 7 | Sat 2 Sep 2017 | 250-0 v Coventry CityChesterfield 0-0 Coventry City | Sky Bet League Two |
| 8 | Sat 9 Sep 2017 | 25 1-5 v Crewe AlexandraCrewe Alexandra 5-1 Chesterfield | Sky Bet League Two |
| 9 | Tue 12 Sep 2017 | 251-1 v Colchester UnitedColchester United 1-1 Chesterfield | Sky Bet League Two |
| 10 | Sat 16 Sep 2017 | 25 1-2 v Accrington StanleyChesterfield 1-2 Accrington Stanley | Sky Bet League Two |
| 11 | Sat 23 Sep 2017 | 250-1 v Luton TownLuton Town 1-0 Chesterfield | Sky Bet League Two |
| 12 | Tue 26 Sep 2017 | 252-3 v Yeovil TownChesterfield 2-3 Yeovil Town | Sky Bet League Two |
| 13 | Sat 30 Sep 2017 | 250-2 v Cheltenham TownChesterfield 0-2 Cheltenham Town | Sky Bet League Two |
| 14 | Sat 7 Oct 2017 | 251-2 v Lincoln CityLincoln City 2-1 Chesterfield | Sky Bet League Two |
| 15 | Sat 14 Oct 2017 | 250-2 v MorecambeChesterfield 0-2 Morecambe | Sky Bet League Two |
| 16 | Tue 17 Oct 2017 | 252-0 v Crawley TownCrawley Town 0-2 Chesterfield | Sky Bet League Two |
| 17 | Sat 21 Oct 2017 | 251-2 v Cambridge UnitedCambridge United 2-1 Chesterfield | Sky Bet League Two |
| 18 | Sat 4 Nov 2017 | 250-2 v Bradford CityBradford City 2-0 Chesterfield | Emirates FA Cup First Round |
| 19 | Sat 11 Nov 2017 | 25 2-2 v Swindon TownSwindon Town 2-2 Chesterfield | Sky Bet League Two |
| 20 | Sat 18 Nov 2017 | 251-0 v Exeter CityChesterfield 1-0 Exeter City | Sky Bet League Two |
| 21 | Tue 21 Nov 2017 | 253-2 v Forest Green RoversChesterfield 3-2 Forest Green Rovers | Sky Bet League Two |
| 22 | Sat 25 Nov 2017 | 252-2 v Mansfield TownMansfield Town 2-2 Chesterfield | Sky Bet League Two |
| 23 | Tue 5 Dec 2017 | 250-2 v Fleetwood TownFleetwood Town 2-0 Chesterfield | Checkatrade Trophy Second Round |
| 24 | Sat 9 Dec 2017 | 25 2-1 v BarnetChesterfield 2-1 Barnet | Sky Bet League Two |
| 25 | Sat 16 Dec 2017 | 250-1 v Wycombe WanderersWycombe Wanderers 1-0 Chesterfield | Sky Bet League Two |
| 26 | Sat 23 Dec 2017 | 251-5 v StevenageStevenage 5-1 Chesterfield | Sky Bet League Two |
| 27 | Tue 26 Dec 2017 | 250-2 v Crewe AlexandraChesterfield 0-2 Crewe Alexandra | Sky Bet League Two |
| 28 | Sat 30 Dec 2017 | 25 0-0 v Colchester UnitedChesterfield 0-0 Colchester United | Sky Bet League Two |
| 29 | Mon 1 Jan 2018 | 250-1 v Coventry CityCoventry City 1-0 Chesterfield | Sky Bet League Two |
| 30 | Sat 6 Jan 2018 | 250-4 v Accrington StanleyAccrington Stanley 4-0 Chesterfield | Sky Bet League Two |
| 31 | Sat 13 Jan 2018 | 252-0 v Luton TownChesterfield 2-0 Luton Town | Sky Bet League Two |
| 32 | Sat 20 Jan 2018 | 252-1 v Yeovil TownYeovil Town 1-2 Chesterfield | Sky Bet League Two |
| 33 | Sat 27 Jan 2018 | 250-1 v StevenageChesterfield 0-1 Stevenage | Sky Bet League Two |
| 34 | Sat 3 Feb 2018 | 251-2 v Crawley TownChesterfield 1-2 Crawley Town | Sky Bet League Two |
| 35 | Tue 13 Feb 2018 | 25 2-3 v Cambridge UnitedChesterfield 2-3 Cambridge United | Sky Bet League Two |
| 36 | Sat 17 Feb 2018 | 250-2 v Carlisle UnitedCarlisle United 2-0 Chesterfield | Sky Bet League Two |
| 37 | Sat 24 Feb 2018 | 25 2-1 v Swindon TownChesterfield 2-1 Swindon Town | Sky Bet League Two |
| 38 | Sun 25 Mar 2018 | 253-1 v Notts CountyChesterfield 3-1 Notts County | Sky Bet League Two |
| 39 | Fri 30 Mar 2018 | 251-2 v Port ValePort Vale 2-1 Chesterfield | Sky Bet League Two |
| 40 | Sat 7 Apr 2018 | 25 0-1 v Grimsby TownGrimsby Town 1-0 Chesterfield | Sky Bet League Two |
| 41 | Tue 10 Apr 2018 | 252-2 v MorecambeMorecambe 2-2 Chesterfield | Sky Bet League Two |
| 42 | Sat 14 Apr 2018 | 25 0-1 v Mansfield TownChesterfield 0-1 Mansfield Town | Sky Bet League Two |
| 43 | Tue 17 Apr 2018 | 251-2 v Exeter CityExeter City 2-1 Chesterfield | Sky Bet League Two |
| 44 | Sat 21 Apr 2018 | 251-4 v Forest Green RoversForest Green Rovers 4-1 Chesterfield | Sky Bet League Two |
| 45 | Sat 28 Apr 2018 | 251-2 v Wycombe WanderersChesterfield 1-2 Wycombe Wanderers | Sky Bet League Two |
| 46 | Tue 1 May 2018 | 251-0 v Newport CountyChesterfield 1-0 Newport County | Sky Bet League Two |
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