| 1 | Sat 10 Aug 2019 | 81-0 v Merthyr TownHarrow Borough 1-0 Merthyr Town | BetVictor Southern Premier South |
| 2 | Sat 17 Aug 2019 | 71-1 v Hartley WintneyHartley Wintney 1-1 Harrow Borough | BetVictor Southern Premier South |
| 3 | Mon 26 Aug 2019 | 72-1 v Walton CasualsWalton Casuals 1-2 Harrow Borough | BetVictor Southern Premier South |
| 4 | Sat 7 Sep 2019 | 85-0 v Binfield TownHarrow Borough 5-0 Binfield Town | Emirates FA Cup First Qualifying Round |
| 5 | Tue 10 Sep 2019 | 152-3 v Beaconsfield TownBeaconsfield Town 3-2 Harrow Borough | CSS League Challenge Cup Preliminary Round |
| 6 | Sat 21 Sep 2019 | 40-1 v Carshalton AthleticHarrow Borough 0-1 Carshalton Athletic | Emirates FA Cup Second Qualifying Round |
| 7 | Tue 24 Sep 2019 | 73-1 v Blackfield & LangleyHarrow Borough 3-1 Blackfield & Langley | BetVictor Southern Premier South |
| 8 | Sat 28 Sep 2019 | 70-2 v Gosport BoroughHarrow Borough 0-2 Gosport Borough | BetVictor Southern Premier South |
| 9 | Tue 15 Oct 2019 | 151-1 v Chesham UnitedChesham United 1-1 Harrow Borough | BetVictor Southern Premier South |
| 10 | Sat 19 Oct 2019 | 81-3 v SalisburySalisbury 3-1 Harrow Borough | BetVictor Southern Premier South |
| 11 | Tue 22 Oct 2019 | 81-2 v Metropolitan PoliceHarrow Borough 1-2 Metropolitan Police | BetVictor Southern Premier South |
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