| 1 | Sat 3 Sep 2016 | 1-2 v AFC WimbledonAFC Wimbledon 2-1 Chesterfield | Sky Bet League One |
| 2 | Sat 10 Sep 2016 | 240-0 v Oldham AthleticOldham Athletic 0-0 Chesterfield | Sky Bet League One |
| 3 | Sat 17 Sep 2016 | 243-1 v Northampton TownChesterfield 3-1 Northampton Town | Sky Bet League One |
| 4 | Sat 24 Sep 2016 | 241-2 v BuryBury 2-1 Chesterfield | Sky Bet League One |
| 5 | Tue 27 Sep 2016 | 243-3 v GillinghamChesterfield 3-3 Gillingham | Sky Bet League One |
| 6 | Sat 1 Oct 2016 | 240-1 v Bradford CityChesterfield 0-1 Bradford City | Sky Bet League One |
| 7 | Sat 15 Oct 2016 | 240-1 v Southend UnitedSouthend United 1-0 Chesterfield | Sky Bet League One |
| 8 | Sat 10 Dec 2016 | 242-5 v Peterborough UnitedPeterborough United 5-2 Chesterfield | Sky Bet League One |
| 9 | Mon 26 Dec 2016 | 240-3 v RochdaleRochdale 3-0 Chesterfield | Sky Bet League One |
| 10 | Fri 30 Dec 2016 | 240-1 v Port ValePort Vale 1-0 Chesterfield | Sky Bet League One |
| 11 | Mon 2 Jan 2017 | 240-0 v Milton Keynes DonsChesterfield 0-0 Milton Keynes Dons | Sky Bet League One |
| 12 | Sat 7 Jan 2017 | 240-2 v Bradford CityBradford City 2-0 Chesterfield | Sky Bet League One |
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