| 1 | Tue 12 Aug | 21-3 v Lincoln CityHarrogate Town 1-3 Lincoln City | Carabao Cup First Round |
| 2 | Sat 23 Aug | 21-2 v ChesterfieldHarrogate Town 1-2 Chesterfield | Sky Bet League Two |
| 3 | Tue 9 Sep | 21-0 v Mansfield TownMansfield Town 0-1 Harrogate Town | EFL Trophy Northern Group F |
| 4 | Sat 13 Sep | 2 1-3 v Swindon TownSwindon Town 3-1 Harrogate Town | Sky Bet League Two |
| 5 | Tue 30 Sep | 21-0 v Huddersfield TownHarrogate Town 1-0 Huddersfield Town | EFL Trophy Northern Group F |
| 6 | Sat 18 Oct | 21-3 v Colchester UnitedColchester United 3-1 Harrogate Town | Sky Bet League Two |
| 7 | Sat 25 Oct | 20-3 v Newport CountyHarrogate Town 0-3 Newport County | Sky Bet League Two |
| 8 | Sat 1 Nov | 22-3 v Mansfield TownMansfield Town 3-2 Harrogate Town | Emirates FA Cup First Round |
| 9 | Sat 8 Nov | 20-1 v Oldham AthleticHarrogate Town 0-1 Oldham Athletic | Sky Bet League Two |
| 10 | Tue 11 Nov | 23-1 v Newcastle United U21Harrogate Town 3-1 Newcastle United U21 | EFL Trophy Northern Group F |
| 11 | Sat 15 Nov | 21-1 v Notts CountyNotts County 1-1 Harrogate Town | Sky Bet League Two |
| 12 | Sat 22 Nov | 20-2 v WalsallHarrogate Town 0-2 Walsall | Sky Bet League Two |
| 13 | Sat 29 Nov | 21-1 v BarnetBarnet 1-1 Harrogate Town | Sky Bet League Two |
| 14 | Tue 2 Dec | 24-2 v BlackpoolHarrogate Town 4-2 Blackpool | EFL Trophy Round of 32 |
| 15 | Tue 9 Dec | 20-2 v Accrington StanleyHarrogate Town 0-2 Accrington Stanley | Sky Bet League Two |
| 16 | Sat 13 Dec | 21-1 v Cheltenham TownCheltenham Town 1-1 Harrogate Town | Sky Bet League Two |
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