| 1 | Sat 2 Sep 2017 | 0-0 v Coventry CityChesterfield 0-0 Coventry City | Sky Bet League Two |
| 2 | Sat 9 Sep 2017 | 191-5 v Crewe AlexandraCrewe Alexandra 5-1 Chesterfield | Sky Bet League Two |
| 3 | Tue 12 Sep 2017 | 191-1 v Colchester UnitedColchester United 1-1 Chesterfield | Sky Bet League Two |
| 4 | Sat 16 Sep 2017 | 191-2 v Accrington StanleyChesterfield 1-2 Accrington Stanley | Sky Bet League Two |
| 5 | Sat 23 Sep 2017 | 190-1 v Luton TownLuton Town 1-0 Chesterfield | Sky Bet League Two |
| 6 | Tue 26 Sep 2017 | 192-3 v Yeovil TownChesterfield 2-3 Yeovil Town | Sky Bet League Two |
| 7 | Sat 30 Sep 2017 | 190-2 v Cheltenham TownChesterfield 0-2 Cheltenham Town | Sky Bet League Two |
| 8 | Tue 3 Oct 2017 | 192-1 v Rotherham UnitedRotherham United 1-2 Chesterfield | Checkatrade Trophy Northern Group F |
| 9 | Sat 7 Oct 2017 | 191-2 v Lincoln CityLincoln City 2-1 Chesterfield | Sky Bet League Two |
| 10 | Sat 14 Oct 2017 | 190-2 v MorecambeChesterfield 0-2 Morecambe | Sky Bet League Two |
| 11 | Tue 17 Oct 2017 | 192-0 v Crawley TownCrawley Town 0-2 Chesterfield | Sky Bet League Two |
| 12 | Sat 21 Oct 2017 | 191-2 v Cambridge UnitedCambridge United 2-1 Chesterfield | Sky Bet League Two |
| 13 | Sat 25 Nov 2017 | 192-2 v Mansfield TownMansfield Town 2-2 Chesterfield | Sky Bet League Two |
| 14 | Tue 5 Dec 2017 | 190-2 v Fleetwood TownFleetwood Town 2-0 Chesterfield | Checkatrade Trophy Second Round |
| 15 | Sat 23 Dec 2017 | 191-5 v StevenageStevenage 5-1 Chesterfield | Sky Bet League Two |
| 16 | Tue 26 Dec 2017 | 190-2 v Crewe AlexandraChesterfield 0-2 Crewe Alexandra | Sky Bet League Two |
| 17 | Mon 1 Jan 2018 | 190-1 v Coventry CityCoventry City 1-0 Chesterfield | Sky Bet League Two |
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