| 1 | Sat 25 Aug 2018 | 280-1 v BarnetChesterfield 0-1 Barnet | National League |
| 2 | Mon 27 Aug 2018 | 280-1 v Hartlepool UnitedHartlepool United 1-0 Chesterfield | National League |
| 3 | Sat 8 Sep 2018 | 280-0 v Dover AthleticChesterfield 0-0 Dover Athletic | National League |
| 4 | Sat 15 Sep 2018 | 281-1 v Dagenham & RedbridgeDagenham & Redbridge 1-1 Chesterfield | National League |
| 5 | Sat 22 Sep 2018 | 280-3 v GatesheadChesterfield 0-3 Gateshead | National League |
| 6 | Sat 13 Oct 2018 | 281-1 v FC Halifax TownFC Halifax Town 1-1 Chesterfield | National League |
| 7 | Sat 3 Nov 2018 | 281-1 v Harrogate TownHarrogate Town 1-1 Chesterfield | National League |
| 8 | Sat 10 Nov 2018 | 281-1 v Billericay TownChesterfield 1-1 Billericay Town | Emirates FA Cup First Round |
| 9 | Sat 17 Nov 2018 | 280-0 v Havant & WaterloovilleChesterfield 0-0 Havant & Waterlooville | National League |
| 10 | Tue 20 Nov 2018 | 283-1 v Billericay TownBillericay Town 1-3 Chesterfield | Emirates FA Cup First Round Replay |
| 11 | Wed 26 Dec 2018 | 280-4 v Solihull MoorsChesterfield 0-4 Solihull Moors | National League |
| 12 | Sat 29 Dec 2018 | 281-1 v Hartlepool UnitedChesterfield 1-1 Hartlepool United | National League |
| 13 | Sat 5 Jan 2019 | 283-3 v Ebbsfleet UnitedChesterfield 3-3 Ebbsfleet United | National League |
| 14 | Sat 26 Jan 2019 | 280-0 v BarrowChesterfield 0-0 Barrow | National League |
| 15 | Tue 26 Feb 2019 | 282-0 v BarnetBarnet 0-2 Chesterfield | National League |
| 16 | Sat 30 Mar 2019 | 282-0 v Dagenham & RedbridgeChesterfield 2-0 Dagenham & Redbridge | National League |
| 17 | Sat 6 Apr 2019 | 280-0 v Dover AthleticDover Athletic 0-0 Chesterfield | National League |
| 18 | Fri 19 Apr 2019 | 28 0-1 v GatesheadGateshead 1-0 Chesterfield | National League |
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