| 1 | Sat 20 Sep | 3 2-0 v Shrewsbury TownHarrogate Town 2-0 Shrewsbury Town | Sky Bet League Two |
| 2 | Sat 27 Sep | 31-0 v GillinghamGillingham 0-1 Harrogate Town | Sky Bet League Two |
| 3 | Tue 30 Sep | 31-0 v Huddersfield TownHarrogate Town 1-0 Huddersfield Town | EFL Trophy Northern Group F |
| 4 | Sat 18 Oct | 3 1-3 v Colchester UnitedColchester United 3-1 Harrogate Town | Sky Bet League Two |
| 5 | Sat 25 Oct | 30-3 v Newport CountyHarrogate Town 0-3 Newport County | Sky Bet League Two |
| 6 | Sat 1 Nov | 32-3 v Mansfield TownMansfield Town 3-2 Harrogate Town | Emirates FA Cup First Round |
| 7 | Sat 8 Nov | 30-1 v Oldham AthleticHarrogate Town 0-1 Oldham Athletic | Sky Bet League Two |
| 8 | Sat 22 Nov | 30-2 v WalsallHarrogate Town 0-2 Walsall | Sky Bet League Two |
| 9 | Sat 29 Nov | 31-1 v BarnetBarnet 1-1 Harrogate Town | Sky Bet League Two |
| 10 | Tue 2 Dec | 34-2 v BlackpoolHarrogate Town 4-2 Blackpool | EFL Trophy Round of 32 |
| 11 | Tue 9 Dec | 30-2 v Accrington StanleyHarrogate Town 0-2 Accrington Stanley | Sky Bet League Two |
| 12 | Sat 13 Dec | 31-1 v Cheltenham TownCheltenham Town 1-1 Harrogate Town | Sky Bet League Two |
| 13 | Sat 20 Dec | 30-4 v Milton Keynes DonsHarrogate Town 0-4 Milton Keynes Dons | Sky Bet League Two |
| 14 | Fri 26 Dec | 30-1 v Salford CitySalford City 1-0 Harrogate Town | Sky Bet League Two |
| 15 | Mon 29 Dec | 3 0-1 v Accrington StanleyAccrington Stanley 1-0 Harrogate Town | Sky Bet League Two |
| 16 | Tue 13 Jan | 31-2 v Stockport CountyStockport County 2-1 Harrogate Town | EFL Trophy Round of 16 |
| 17 | Sat 24 Jan | 30-3 v GillinghamHarrogate Town 0-3 Gillingham | Sky Bet League Two |
| 18 | Tue 27 Jan | 31-2 v Fleetwood TownHarrogate Town 1-2 Fleetwood Town | Sky Bet League Two |
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