| 1 | Sat 18 Nov 2017 | 31-0 v Exeter CityChesterfield 1-0 Exeter City | Sky Bet League Two |
| 2 | Tue 21 Nov 2017 | 33-2 v Forest Green RoversChesterfield 3-2 Forest Green Rovers | Sky Bet League Two |
| 3 | Sat 25 Nov 2017 | 32-2 v Mansfield TownMansfield Town 2-2 Chesterfield | Sky Bet League Two |
| 4 | Sat 9 Dec 2017 | 32-1 v BarnetChesterfield 2-1 Barnet | Sky Bet League Two |
| 5 | Sat 16 Dec 2017 | 30-1 v Wycombe WanderersWycombe Wanderers 1-0 Chesterfield | Sky Bet League Two |
| 6 | Sat 23 Dec 2017 | 31-5 v StevenageStevenage 5-1 Chesterfield | Sky Bet League Two |
| 7 | Tue 26 Dec 2017 | 30-2 v Crewe AlexandraChesterfield 0-2 Crewe Alexandra | Sky Bet League Two |
| 8 | Sat 30 Dec 2017 | 3 0-0 v Colchester UnitedChesterfield 0-0 Colchester United | Sky Bet League Two |
| 9 | Mon 1 Jan 2018 | 30-1 v Coventry CityCoventry City 1-0 Chesterfield | Sky Bet League Two |
| 10 | Sat 6 Jan 2018 | 30-4 v Accrington StanleyAccrington Stanley 4-0 Chesterfield | Sky Bet League Two |
| 11 | Sat 13 Jan 2018 | 32-0 v Luton TownChesterfield 2-0 Luton Town | Sky Bet League Two |
| 12 | Sat 27 Jan 2018 | 30-1 v StevenageChesterfield 0-1 Stevenage | Sky Bet League Two |
| 13 | Sat 17 Feb 2018 | 30-2 v Carlisle UnitedCarlisle United 2-0 Chesterfield | Sky Bet League Two |
| 14 | Sat 24 Feb 2018 | 32-1 v Swindon TownChesterfield 2-1 Swindon Town | Sky Bet League Two |
| 15 | Sat 5 May 2018 | 30-3 v BarnetBarnet 3-0 Chesterfield | Sky Bet League Two |
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