| 1 | Tue 12 Aug | 201-3 v Lincoln CityHarrogate Town 1-3 Lincoln City | Carabao Cup First Round |
| 2 | Tue 19 Aug | 201-0 v BarrowHarrogate Town 1-0 Barrow | Sky Bet League Two |
| 3 | Sat 23 Aug | 201-2 v ChesterfieldHarrogate Town 1-2 Chesterfield | Sky Bet League Two |
| 4 | Sat 6 Sep | 200-1 v Crawley TownHarrogate Town 0-1 Crawley Town | Sky Bet League Two |
| 5 | Tue 9 Sep | 20 1-0 v Mansfield TownMansfield Town 0-1 Harrogate Town | EFL Trophy Northern Group F |
| 6 | Sat 13 Sep | 201-3 v Swindon TownSwindon Town 3-1 Harrogate Town | Sky Bet League Two |
| 7 | Sat 20 Sep | 202-0 v Shrewsbury TownHarrogate Town 2-0 Shrewsbury Town | Sky Bet League Two |
| 8 | Sat 27 Sep | 201-0 v GillinghamGillingham 0-1 Harrogate Town | Sky Bet League Two |
| 9 | Tue 30 Sep | 201-0 v Huddersfield TownHarrogate Town 1-0 Huddersfield Town | EFL Trophy Northern Group F |
| 10 | Mon 6 Oct | 201-2 v Crewe AlexandraHarrogate Town 1-2 Crewe Alexandra | Sky Bet League Two |
| 11 | Sat 11 Oct | 202-3 v Fleetwood TownFleetwood Town 3-2 Harrogate Town | Sky Bet League Two |
| 12 | Sat 18 Oct | 201-3 v Colchester UnitedColchester United 3-1 Harrogate Town | Sky Bet League Two |
| 13 | Sat 25 Oct | 200-3 v Newport CountyHarrogate Town 0-3 Newport County | Sky Bet League Two |
| 14 | Sat 1 Nov | 202-3 v Mansfield TownMansfield Town 3-2 Harrogate Town | Emirates FA Cup First Round |
| 15 | Sat 8 Nov | 200-1 v Oldham AthleticHarrogate Town 0-1 Oldham Athletic | Sky Bet League Two |
| 16 | Tue 11 Nov | 20 3-1 v Newcastle United U21Harrogate Town 3-1 Newcastle United U21 | EFL Trophy Northern Group F |
| 17 | Tue 17 Feb | 201-0 v BarrowBarrow 0-1 Harrogate Town | Sky Bet League Two |
| 18 | Sat 21 Feb | 200-0 v BromleyHarrogate Town 0-0 Bromley | Sky Bet League Two |
| 19 | Fri 27 Feb | 201-1 v Cheltenham TownHarrogate Town 1-1 Cheltenham Town | Sky Bet League Two |
| 20 | Sat 7 Mar | 201-4 v Milton Keynes DonsMilton Keynes Dons 4-1 Harrogate Town | Sky Bet League Two |
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