| 1 | Sat 2 Aug | 81-0 v BarrowChesterfield 1-0 Barrow |
| 2 | Sat 9 Aug | 82-0 v Cheltenham TownCheltenham Town 0-2 Chesterfield |
| 3 | Sat 16 Aug | 83-1 v Bristol RoversChesterfield 3-1 Bristol Rovers |
| 4 | Tue 19 Aug | 81-4 v GillinghamGillingham 4-1 Chesterfield |
| 5 | Sat 23 Aug | 82-1 v Harrogate TownHarrogate Town 1-2 Chesterfield |
| 6 | Sat 30 Aug | 82-2 v Crawley TownChesterfield 2-2 Crawley Town |
| 7 | Sat 6 Sep | 80-1 v WalsallWalsall 1-0 Chesterfield |
| 8 | Sat 20 Sep | 82-2 v BromleyBromley 2-2 Chesterfield |
| 9 | Sat 27 Sep | 8 4-1 v Newport CountyChesterfield 4-1 Newport County |
| 10 | Sat 4 Oct | 82-6 v Colchester UnitedColchester United 6-2 Chesterfield |
| 11 | Sat 11 Oct | 82-0 v Salford CityChesterfield 2-0 Salford City |
| 12 | Sat 18 Oct | 81-1 v Fleetwood TownChesterfield 1-1 Fleetwood Town |
| 13 | Sat 25 Oct | 8 1-1 v Tranmere RoversTranmere Rovers 1-1 Chesterfield |
| 14 | Tue 9 Dec | 81-1 v Cambridge UnitedCambridge United 1-1 Chesterfield |
| 15 | Sat 13 Dec | 8 3-1 v BarnetChesterfield 3-1 Barnet |
| 16 | Sat 20 Dec | 81-0 v Shrewsbury TownShrewsbury Town 0-1 Chesterfield |
| 17 | Fri 26 Dec | 82-0 v Notts CountyChesterfield 2-0 Notts County |
| 18 | Mon 29 Dec | 80-1 v Cambridge UnitedChesterfield 0-1 Cambridge United |
| 19 | Thu 1 Jan | 81-1 v Oldham AthleticOldham Athletic 1-1 Chesterfield |
| 20 | Sun 4 Jan | 82-2 v Milton Keynes DonsMilton Keynes Dons 2-2 Chesterfield |
| 21 | Sat 17 Jan | 80-0 v BromleyChesterfield 0-0 Bromley |
| 22 | Sat 24 Jan | 81-2 v Newport CountyNewport County 2-1 Chesterfield |
| 23 | Tue 27 Jan | 8 1-0 v Salford CitySalford City 0-1 Chesterfield |
| 24 | Sat 31 Jan | 82-2 v WalsallChesterfield 2-2 Walsall |
| 25 | Sat 14 Feb | 81-1 v Harrogate TownChesterfield 1-1 Harrogate Town |
| 26 | Tue 17 Feb | 81-0 v GillinghamChesterfield 1-0 Gillingham |
| 27 | Sat 21 Feb | 8 1-1 v Crawley TownCrawley Town 1-1 Chesterfield |
| 28 | Sat 28 Feb | 80-1 v BarnetBarnet 1-0 Chesterfield |
| 29 | Tue 3 Mar | 83-0 v Colchester UnitedChesterfield 3-0 Colchester United |
| 30 | Sat 7 Mar | 82-3 v Shrewsbury TownChesterfield 2-3 Shrewsbury Town |
| 31 | Sat 14 Mar | 83-2 v Notts CountyNotts County 2-3 Chesterfield |
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