| 1 | Sat 22 Aug 2020 | 83-0 v WindsorHarrow Borough 3-0 Windsor | Friendly |
| 2 | Tue 8 Sep 2020 | 64-4 v NorthwoodHarrow Borough 4-4 Northwood | Friendly |
| 3 | Sat 12 Sep 2020 | 41-1 v Langney WanderersLangney Wanderers 1-1 Harrow Borough | Emirates FA Cup Preliminary Round |
| 4 | Sat 19 Sep 2020 | 6 0-1 v Truro CityTruro City 1-0 Harrow Borough | Southern League - Premier South |
| 5 | Mon 21 Sep 2020 | 62-0 v Beaconsfield TownBeaconsfield Town 0-2 Harrow Borough | Emirates FA Cup First Qualifying Round |
| 6 | Sat 26 Sep 2020 | 6 1-2 v SalisburyHarrow Borough 1-2 Salisbury | Southern League - Premier South |
| 7 | Tue 29 Sep 2020 | 82-5 v Metropolitan PoliceMetropolitan Police 5-2 Harrow Borough | Southern League - Premier South |
| 8 | Sat 3 Oct 2020 | 81-5 v Cray Valley PMHarrow Borough 1-5 Cray Valley PM | Emirates FA Cup Second Qualifying Round |
| 9 | Tue 6 Oct 2020 | 41-2 v Chesham UnitedHarrow Borough 1-2 Chesham United | Southern League - Premier South |
| 10 | Sat 10 Oct 2020 | 6 1-1 v Weston-super-MareHarrow Borough 1-1 Weston-super-Mare | Southern League - Premier South |
| 11 | Sat 17 Oct 2020 | 62-2 v Gosport BoroughGosport Borough 2-2 Harrow Borough | Southern League - Premier South |
| 12 | Mon 26 Oct 2020 | 64-1 v Beaconsfield TownBeaconsfield Town 1-4 Harrow Borough | Southern League - Premier South |
| 13 | Sat 31 Oct 2020 | 6 1-4 v Burgess Hill TownBurgess Hill Town 4-1 Harrow Borough | Buildbase FA Trophy Third Qualifying Round |
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