| 1 | 3/8/2019 | 2-2 v Solihull MoorsHarrogate Town 2-2 Solihull Moors | Vanarama National League |
| 2 | 6/8/2019 | 3-0 v BarrowBarrow 0-3 Harrogate Town | Vanarama National League |
| 3 | 10/8/2019 | 0-1 v WokingWoking 1-0 Harrogate Town | Vanarama National League |
| 4 | 17/8/2019 | 2-4 v Dagenham & RedbridgeDagenham & Redbridge 4-2 Harrogate Town | Vanarama National League |
| 5 | 24/8/2019 | 2-1 v Stockport CountyHarrogate Town 2-1 Stockport County | Vanarama National League |
| 6 | 26/8/2019 | 0-0 v AFC FyldeAFC Fylde 0-0 Harrogate Town | Vanarama National League |
| 7 | 31/8/2019 | 0-2 v Dover AthleticHarrogate Town 0-2 Dover Athletic | Vanarama National League |
| 8 | 3/9/2019 | 2-0 v ChorleyHarrogate Town 2-0 Chorley | Vanarama National League |
| 9 | 21/9/2019 | 1-1 v Maidenhead UnitedMaidenhead United 1-1 Harrogate Town | Vanarama National League |
| 10 | 24/9/2019 | 1-0 v FC Halifax TownFC Halifax Town 0-1 Harrogate Town | Vanarama National League |
| 11 | 28/9/2019 | 2-0 v Sutton UnitedHarrogate Town 2-0 Sutton United | Vanarama National League |
| 12 | 5/10/2019 | 2-0 v Ebbsfleet UnitedHarrogate Town 2-0 Ebbsfleet United | Vanarama National League |
| 13 | 8/10/2019 | 1-1 v WrexhamWrexham 1-1 Harrogate Town | Vanarama National League |
| 14 | 12/10/2019 | 2-1 v Yeovil TownYeovil Town 1-2 Harrogate Town | Vanarama National League |
| 15 | 26/10/2019 | 1-0 v Aldershot TownHarrogate Town 1-0 Aldershot Town | Vanarama National League |
| 16 | 29/10/2019 | 2-1 v BarnetHarrogate Town 2-1 Barnet | Vanarama National League |
| 17 | 2/11/2019 | 2-4 v EastleighEastleigh 4-2 Harrogate Town | Vanarama National League |
| 18 | 11/11/2019 | 1-2 v PortsmouthHarrogate Town 1-2 Portsmouth | Emirates FA Cup First Round |
| 19 | 16/11/2019 | 3-3 v BromleyBromley 3-3 Harrogate Town | Vanarama National League |
| 20 | 23/11/2019 | 3-1 v ChesterfieldHarrogate Town 3-1 Chesterfield | Vanarama National League |
| 21 | 26/11/2019 | 2-2 v FC Halifax TownHarrogate Town 2-2 FC Halifax Town | Vanarama National League |
| 22 | 30/11/2019 | 1-3 v Sutton UnitedSutton United 3-1 Harrogate Town | Vanarama National League |
