| 1 | 17/8/2019 | 2-4 v Dagenham & RedbridgeDagenham & Redbridge 4-2 Harrogate Town | Vanarama National League |
| 2 | 31/8/2019 | 0-2 v Dover AthleticHarrogate Town 0-2 Dover Athletic | Vanarama National League |
| 3 | 3/9/2019 | 2-0 v ChorleyHarrogate Town 2-0 Chorley | Vanarama National League |
| 4 | 21/9/2019 | 1-1 v Maidenhead UnitedMaidenhead United 1-1 Harrogate Town | Vanarama National League |
| 5 | 2/11/2019 | 2-4 v EastleighEastleigh 4-2 Harrogate Town | Vanarama National League |
| 6 | 11/11/2019 | 1-2 v PortsmouthHarrogate Town 1-2 Portsmouth | Emirates FA Cup First Round |
