| 1 | Tue 12 Aug | 271-3 v Lincoln CityHarrogate Town 1-3 Lincoln City | Carabao Cup First Round |
| 2 | Sat 16 Aug | 271-1 v Cambridge UnitedCambridge United 1-1 Harrogate Town | Sky Bet League Two |
| 3 | Sat 6 Sep | 270-1 v Crawley TownHarrogate Town 0-1 Crawley Town | Sky Bet League Two |
| 4 | Tue 9 Sep | 271-0 v Mansfield TownMansfield Town 0-1 Harrogate Town | EFL Trophy Northern Group F |
| 5 | Sat 13 Sep | 271-3 v Swindon TownSwindon Town 3-1 Harrogate Town | Sky Bet League Two |
| 6 | Tue 30 Sep | 271-0 v Huddersfield TownHarrogate Town 1-0 Huddersfield Town | EFL Trophy Northern Group F |
| 7 | Mon 6 Oct | 271-2 v Crewe AlexandraHarrogate Town 1-2 Crewe Alexandra | Sky Bet League Two |
| 8 | Sat 11 Oct | 272-3 v Fleetwood TownFleetwood Town 3-2 Harrogate Town | Sky Bet League Two |
| 9 | Sat 18 Oct | 27 1-3 v Colchester UnitedColchester United 3-1 Harrogate Town | Sky Bet League Two |
| 10 | Sat 25 Oct | 270-3 v Newport CountyHarrogate Town 0-3 Newport County | Sky Bet League Two |
| 11 | Tue 11 Nov | 273-1 v Newcastle United U21Harrogate Town 3-1 Newcastle United U21 | EFL Trophy Northern Group F |
| 12 | Sat 15 Nov | 271-1 v Notts CountyNotts County 1-1 Harrogate Town | Sky Bet League Two |
| 13 | Sat 22 Nov | 270-2 v WalsallHarrogate Town 0-2 Walsall | Sky Bet League Two |
| 14 | Sat 29 Nov | 27 1-1 v BarnetBarnet 1-1 Harrogate Town | Sky Bet League Two |
| 15 | Tue 2 Dec | 274-2 v BlackpoolHarrogate Town 4-2 Blackpool | EFL Trophy Round of 32 |
| 16 | Tue 9 Dec | 27 0-2 v Accrington StanleyHarrogate Town 0-2 Accrington Stanley | Sky Bet League Two |
| 17 | Sat 13 Dec | 271-1 v Cheltenham TownCheltenham Town 1-1 Harrogate Town | Sky Bet League Two |
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