| 1 | Sat 2 Aug | 111-0 v Bristol RoversBristol Rovers 0-1 Harrogate Town | Sky Bet League Two |
| 2 | Sat 9 Aug | 11 3-3 v Grimsby TownHarrogate Town 3-3 Grimsby Town | Sky Bet League Two |
| 3 | Tue 12 Aug | 111-3 v Lincoln CityHarrogate Town 1-3 Lincoln City | Carabao Cup First Round |
| 4 | Sat 16 Aug | 111-1 v Cambridge UnitedCambridge United 1-1 Harrogate Town | Sky Bet League Two |
| 5 | Tue 19 Aug | 111-0 v BarrowHarrogate Town 1-0 Barrow | Sky Bet League Two |
| 6 | Sat 23 Aug | 111-2 v ChesterfieldHarrogate Town 1-2 Chesterfield | Sky Bet League Two |
| 7 | Sat 30 Aug | 11 0-2 v BromleyBromley 2-0 Harrogate Town | Sky Bet League Two |
| 8 | Sat 6 Sep | 110-1 v Crawley TownHarrogate Town 0-1 Crawley Town | Sky Bet League Two |
| 9 | Sat 13 Sep | 111-3 v Swindon TownSwindon Town 3-1 Harrogate Town | Sky Bet League Two |
| 10 | Sat 20 Sep | 112-0 v Shrewsbury TownHarrogate Town 2-0 Shrewsbury Town | Sky Bet League Two |
| 11 | Sat 27 Sep | 111-0 v GillinghamGillingham 0-1 Harrogate Town | Sky Bet League Two |
| 12 | Tue 30 Sep | 111-0 v Huddersfield TownHarrogate Town 1-0 Huddersfield Town | EFL Trophy Northern Group F |
| 13 | Mon 6 Oct | 111-2 v Crewe AlexandraHarrogate Town 1-2 Crewe Alexandra | Sky Bet League Two |
| 14 | Sat 11 Oct | 112-3 v Fleetwood TownFleetwood Town 3-2 Harrogate Town | Sky Bet League Two |
| 15 | Sat 18 Oct | 111-3 v Colchester UnitedColchester United 3-1 Harrogate Town | Sky Bet League Two |
| 16 | Sat 25 Oct | 110-3 v Newport CountyHarrogate Town 0-3 Newport County | Sky Bet League Two |