| 1 | Mon 26 Aug 2019 | 0-0 v AFC FyldeAFC Fylde 0-0 Harrogate Town | Vanarama National League |
| 2 | Sat 21 Sep 2019 | 1-1 v Maidenhead UnitedMaidenhead United 1-1 Harrogate Town | Vanarama National League |
| 3 | Tue 24 Sep 2019 | 1-0 v FC Halifax TownFC Halifax Town 0-1 Harrogate Town | Vanarama National League |
| 4 | Sat 28 Sep 2019 | 2-0 v Sutton UnitedHarrogate Town 2-0 Sutton United | Vanarama National League |
| 5 | Sat 5 Oct 2019 | 2-0 v Ebbsfleet UnitedHarrogate Town 2-0 Ebbsfleet United | Vanarama National League |
| 6 | Tue 8 Oct 2019 | 1-1 v WrexhamWrexham 1-1 Harrogate Town | Vanarama National League |
| 7 | Sat 26 Oct 2019 | 1-0 v Aldershot TownHarrogate Town 1-0 Aldershot Town | Vanarama National League |
| 8 | Tue 29 Oct 2019 | 2-1 v BarnetHarrogate Town 2-1 Barnet | Vanarama National League |
| 9 | Sat 2 Nov 2019 | 2-4 v EastleighEastleigh 4-2 Harrogate Town | Vanarama National League |
| 10 | Mon 11 Nov 2019 | 1-2 v PortsmouthHarrogate Town 1-2 Portsmouth | Emirates FA Cup First Round |
| 11 | Sat 7 Dec 2019 | 2-1 v Torquay UnitedHarrogate Town 2-1 Torquay United | Vanarama National League |
| 12 | Sat 21 Dec 2019 | 1-2 v Boreham WoodBoreham Wood 2-1 Harrogate Town | Vanarama National League |
| 13 | Thu 26 Dec 2019 | 4-1 v Hartlepool UnitedHarrogate Town 4-1 Hartlepool United | Vanarama National League |
| 14 | Sat 28 Dec 2019 | 2-0 v ChorleyChorley 0-2 Harrogate Town | Vanarama National League |
| 15 | Wed 1 Jan 2020 | 1-0 v Hartlepool UnitedHartlepool United 0-1 Harrogate Town | Vanarama National League |
| 16 | Sat 4 Jan 2020 | 1-0 v Maidenhead UnitedHarrogate Town 1-0 Maidenhead United | Vanarama National League |
| 17 | Sat 25 Jan 2020 | 0-2 v WrexhamHarrogate Town 0-2 Wrexham | Vanarama National League |
| 18 | Sat 1 Feb 2020 | 1-1 v Aldershot TownAldershot Town 1-1 Harrogate Town | Vanarama National League |
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