| 1 | Sat 17 Aug 2019 | 2-4 v Dagenham & RedbridgeDagenham & Redbridge 4-2 Harrogate Town | Vanarama National League |
| 2 | Sat 24 Aug 2019 | 2-1 v Stockport CountyHarrogate Town 2-1 Stockport County | Vanarama National League |
| 3 | Mon 26 Aug 2019 | 0-0 v AFC FyldeAFC Fylde 0-0 Harrogate Town | Vanarama National League |
| 4 | Sat 31 Aug 2019 | 0-2 v Dover AthleticHarrogate Town 0-2 Dover Athletic | Vanarama National League |
| 5 | Tue 3 Sep 2019 | 2-0 v ChorleyHarrogate Town 2-0 Chorley | Vanarama National League |
| 6 | Sat 21 Sep 2019 | 1-1 v Maidenhead UnitedMaidenhead United 1-1 Harrogate Town | Vanarama National League |
| 7 | Tue 24 Sep 2019 | 1-0 v FC Halifax TownFC Halifax Town 0-1 Harrogate Town | Vanarama National League |
| 8 | Sat 28 Sep 2019 | 2-0 v Sutton UnitedHarrogate Town 2-0 Sutton United | Vanarama National League |
| 9 | Sat 5 Oct 2019 | 2-0 v Ebbsfleet UnitedHarrogate Town 2-0 Ebbsfleet United | Vanarama National League |
| 10 | Tue 8 Oct 2019 | 1-1 v WrexhamWrexham 1-1 Harrogate Town | Vanarama National League |
| 11 | Sat 12 Oct 2019 | 2-1 v Yeovil TownYeovil Town 1-2 Harrogate Town | Vanarama National League |
| 12 | Sat 26 Oct 2019 | 1-0 v Aldershot TownHarrogate Town 1-0 Aldershot Town | Vanarama National League |
| 13 | Tue 29 Oct 2019 | 2-1 v BarnetHarrogate Town 2-1 Barnet | Vanarama National League |
| 14 | Sat 2 Nov 2019 | 2-4 v EastleighEastleigh 4-2 Harrogate Town | Vanarama National League |
| 15 | Mon 11 Nov 2019 | 1-2 v PortsmouthHarrogate Town 1-2 Portsmouth | Emirates FA Cup First Round |
| 16 | Sat 16 Nov 2019 | 3-3 v BromleyBromley 3-3 Harrogate Town | Vanarama National League |
| 17 | Sat 23 Nov 2019 | 3-1 v ChesterfieldHarrogate Town 3-1 Chesterfield | Vanarama National League |
| 18 | Tue 26 Nov 2019 | 2-2 v FC Halifax TownHarrogate Town 2-2 FC Halifax Town | Vanarama National League |
| 19 | Sat 30 Nov 2019 | 1-3 v Sutton UnitedSutton United 3-1 Harrogate Town | Vanarama National League |
| 20 | Sat 22 Feb 2020 | 3-0 v EastleighHarrogate Town 3-0 Eastleigh | Vanarama National League |
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