| 1 | Sat 9 Aug | 14 3-3 v Grimsby TownHarrogate Town 3-3 Grimsby Town | Sky Bet League Two |
| 2 | Tue 12 Aug | 141-3 v Lincoln CityHarrogate Town 1-3 Lincoln City | Carabao Cup First Round |
| 3 | Sat 16 Aug | 141-1 v Cambridge UnitedCambridge United 1-1 Harrogate Town | Sky Bet League Two |
| 4 | Tue 19 Aug | 141-0 v BarrowHarrogate Town 1-0 Barrow | Sky Bet League Two |
| 5 | Sat 23 Aug | 141-2 v ChesterfieldHarrogate Town 1-2 Chesterfield | Sky Bet League Two |
| 6 | Sat 30 Aug | 140-2 v BromleyBromley 2-0 Harrogate Town | Sky Bet League Two |
| 7 | Sat 6 Sep | 140-1 v Crawley TownHarrogate Town 0-1 Crawley Town | Sky Bet League Two |
| 8 | Tue 9 Sep | 141-0 v Mansfield TownMansfield Town 0-1 Harrogate Town | EFL Trophy Northern Group F |
| 9 | Sat 13 Sep | 141-3 v Swindon TownSwindon Town 3-1 Harrogate Town | Sky Bet League Two |
| 10 | Sat 20 Sep | 142-0 v Shrewsbury TownHarrogate Town 2-0 Shrewsbury Town | Sky Bet League Two |
| 11 | Sat 27 Sep | 141-0 v GillinghamGillingham 0-1 Harrogate Town | Sky Bet League Two |
| 12 | Tue 30 Sep | 141-0 v Huddersfield TownHarrogate Town 1-0 Huddersfield Town | EFL Trophy Northern Group F |
| 13 | Mon 6 Oct | 141-2 v Crewe AlexandraHarrogate Town 1-2 Crewe Alexandra | Sky Bet League Two |
| 14 | Sat 11 Oct | 142-3 v Fleetwood TownFleetwood Town 3-2 Harrogate Town | Sky Bet League Two |
| 15 | Sat 18 Oct | 141-3 v Colchester UnitedColchester United 3-1 Harrogate Town | Sky Bet League Two |
| 16 | Sat 25 Oct | 140-3 v Newport CountyHarrogate Town 0-3 Newport County | Sky Bet League Two |
| 17 | Tue 11 Nov | 143-1 v Newcastle United U21Harrogate Town 3-1 Newcastle United U21 | EFL Trophy Northern Group F |
| 18 | Sat 29 Nov | 141-1 v BarnetBarnet 1-1 Harrogate Town | Sky Bet League Two |
| 19 | Tue 2 Dec | 144-2 v BlackpoolHarrogate Town 4-2 Blackpool | EFL Trophy Round of 32 |
| 20 | Sat 13 Dec | 141-1 v Cheltenham TownCheltenham Town 1-1 Harrogate Town | Sky Bet League Two |
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