| 1 | Sat 3 Aug 2019 | 231-2 v Dover AthleticChesterfield 1-2 Dover Athletic | Vanarama National League |
| 2 | Tue 6 Aug 2019 | 231-1 v Maidenhead UnitedMaidenhead United 1-1 Chesterfield | Vanarama National League |
| 3 | Sat 10 Aug 2019 | 232-2 v Boreham WoodBoreham Wood 2-2 Chesterfield | Vanarama National League |
| 4 | Tue 13 Aug 2019 | 231-2 v WokingChesterfield 1-2 Woking | Vanarama National League |
| 5 | Sat 31 Aug 2019 | 231-1 v Dagenham & RedbridgeChesterfield 1-1 Dagenham & Redbridge | Vanarama National League |
| 6 | Tue 3 Sep 2019 | 232-3 v FC Halifax TownChesterfield 2-3 FC Halifax Town | Vanarama National League |
| 7 | Sat 7 Sep 2019 | 231-2 v BromleyBromley 2-1 Chesterfield | Vanarama National League |
| 8 | Sat 14 Sep 2019 | 231-0 v Torquay UnitedChesterfield 1-0 Torquay United | Vanarama National League |
| 9 | Sat 21 Sep 2019 | 230-4 v Sutton UnitedSutton United 4-0 Chesterfield | Vanarama National League |
| 10 | Tue 8 Oct 2019 | 233-1 v AFC FyldeAFC Fylde 1-3 Chesterfield | Vanarama National League |
| 11 | Sat 26 Oct 2019 | 231-0 v Notts CountyChesterfield 1-0 Notts County | Vanarama National League |
| 12 | Sat 2 Nov 2019 | 232-2 v Ebbsfleet UnitedEbbsfleet United 2-2 Chesterfield | Vanarama National League |
| 13 | Sat 16 Nov 2019 | 232-3 v ChorleyChesterfield 2-3 Chorley | Vanarama National League |
| 14 | Tue 26 Nov 2019 | 231-5 v Hartlepool UnitedChesterfield 1-5 Hartlepool United | Vanarama National League |
| 15 | Sat 4 Jan 2020 | 231-0 v Sutton UnitedChesterfield 1-0 Sutton United | Vanarama National League |
| 16 | Sat 8 Feb 2020 | 233-2 v WrexhamChesterfield 3-2 Wrexham | Vanarama National League |
| 17 | Sat 22 Feb 2020 | 234-0 v Ebbsfleet UnitedChesterfield 4-0 Ebbsfleet United | Vanarama National League |
| 18 | Sat 7 Mar 2020 | 232-1 v ChorleyChorley 1-2 Chesterfield | Vanarama National League |
| 19 | Sat 14 Mar 2020 | 231-1 v Dover AthleticDover Athletic 1-1 Chesterfield | Vanarama National League |
Football Web Pages