| 1 | Tue 8 Aug 2017 | 152-1 v BlackpoolWigan Athletic 2-1 Blackpool | Carabao Cup First Round |
| 2 | Sat 19 Aug 2017 | 152-0 v Port ValeChesterfield 2-0 Port Vale | Sky Bet League Two |
| 3 | Sat 26 Aug 2017 | 231-4 v Newport CountyNewport County 4-1 Chesterfield | Sky Bet League Two |
| 4 | Tue 29 Aug 2017 | 232-4 v Bradford CityChesterfield 2-4 Bradford City | Checkatrade Trophy Northern Group F |
| 5 | Sat 2 Sep 2017 | 23 0-0 v Coventry CityChesterfield 0-0 Coventry City | Sky Bet League Two |
| 6 | Sat 9 Sep 2017 | 231-5 v Crewe AlexandraCrewe Alexandra 5-1 Chesterfield | Sky Bet League Two |
| 7 | Tue 12 Sep 2017 | 231-1 v Colchester UnitedColchester United 1-1 Chesterfield | Sky Bet League Two |
| 8 | Sat 16 Sep 2017 | 23 1-2 v Accrington StanleyChesterfield 1-2 Accrington Stanley | Sky Bet League Two |
| 9 | Sat 23 Sep 2017 | 230-1 v Luton TownLuton Town 1-0 Chesterfield | Sky Bet League Two |
| 10 | Tue 26 Sep 2017 | 232-3 v Yeovil TownChesterfield 2-3 Yeovil Town | Sky Bet League Two |
| 11 | Sat 30 Sep 2017 | 230-2 v Cheltenham TownChesterfield 0-2 Cheltenham Town | Sky Bet League Two |
| 12 | Tue 3 Oct 2017 | 232-1 v Rotherham UnitedRotherham United 1-2 Chesterfield | Checkatrade Trophy Northern Group F |
| 13 | Sat 7 Oct 2017 | 231-2 v Lincoln CityLincoln City 2-1 Chesterfield | Sky Bet League Two |
| 14 | Sat 14 Oct 2017 | 230-2 v MorecambeChesterfield 0-2 Morecambe | Sky Bet League Two |
| 15 | Tue 17 Oct 2017 | 232-0 v Crawley TownCrawley Town 0-2 Chesterfield | Sky Bet League Two |
| 16 | Sat 21 Oct 2017 | 23 1-2 v Cambridge UnitedCambridge United 2-1 Chesterfield | Sky Bet League Two |
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