| 1 | Sat 10 Aug 2019 | 41-0 v Merthyr TownHarrow Borough 1-0 Merthyr Town | BetVictor Southern Premier South |
| 2 | Sat 17 Aug 2019 | 41-1 v Hartley WintneyHartley Wintney 1-1 Harrow Borough | BetVictor Southern Premier South |
| 3 | Mon 26 Aug 2019 | 42-1 v Walton CasualsWalton Casuals 1-2 Harrow Borough | BetVictor Southern Premier South |
| 4 | Sat 7 Sep 2019 | 4 5-0 v Binfield TownHarrow Borough 5-0 Binfield Town | Emirates FA Cup First Qualifying Round |
| 5 | Tue 10 Sep 2019 | 52-3 v Beaconsfield TownBeaconsfield Town 3-2 Harrow Borough | CSS League Challenge Cup Preliminary Round |
| 6 | Tue 17 Sep 2019 | 51-2 v Beaconsfield TownHarrow Borough 1-2 Beaconsfield Town | BetVictor Southern Premier South |
| 7 | Sat 21 Sep 2019 | 5 0-1 v Carshalton AthleticHarrow Borough 0-1 Carshalton Athletic | Emirates FA Cup Second Qualifying Round |
| 8 | Tue 24 Sep 2019 | 53-1 v Blackfield & LangleyHarrow Borough 3-1 Blackfield & Langley | BetVictor Southern Premier South |
| 9 | Sat 28 Sep 2019 | 50-2 v Gosport BoroughHarrow Borough 0-2 Gosport Borough | BetVictor Southern Premier South |
| 10 | Sat 12 Oct 2019 | 61-2 v Truro CityHarrow Borough 1-2 Truro City | BetVictor Southern Premier South |
| 11 | Tue 15 Oct 2019 | 61-1 v Chesham UnitedChesham United 1-1 Harrow Borough | BetVictor Southern Premier South |
| 12 | Sat 19 Oct 2019 | 6 1-3 v SalisburySalisbury 3-1 Harrow Borough | BetVictor Southern Premier South |
| 13 | Tue 22 Oct 2019 | 51-2 v Metropolitan PoliceHarrow Borough 1-2 Metropolitan Police | BetVictor Southern Premier South |
| 14 | Sat 26 Oct 2019 | 110-2 v AFC SudburyAFC Sudbury 2-0 Harrow Borough | Buildbase FA Trophy First Qualifying Round |
| 15 | Tue 29 Oct 2019 | 51-1 v Weston-super-MareWeston-super-Mare 1-1 Harrow Borough | BetVictor Southern Premier South |
| 16 | Sat 2 Nov 2019 | 52-1 v Dorchester TownDorchester Town 1-2 Harrow Borough | BetVictor Southern Premier South |
| 17 | Sat 9 Nov 2019 | 6 2-3 v Swindon SupermarineHarrow Borough 2-3 Swindon Supermarine | BetVictor Southern Premier South |
| 18 | Sat 23 Nov 2019 | 50-1 v Wimborne TownHarrow Borough 0-1 Wimborne Town | BetVictor Southern Premier South |
| 19 | Sat 30 Nov 2019 | 41-2 v Yate TownYate Town 2-1 Harrow Borough | BetVictor Southern Premier South |
| 20 | Sat 7 Dec 2019 | 51-5 v Tiverton TownHarrow Borough 1-5 Tiverton Town | BetVictor Southern Premier South |
| 21 | Sat 21 Dec 2019 | 50-4 v Weston-super-MareHarrow Borough 0-4 Weston-super-Mare | BetVictor Southern Premier South |
| 22 | Thu 26 Dec 2019 | 51-0 v HendonHendon 0-1 Harrow Borough | BetVictor Southern Premier South |
| 23 | Wed 1 Jan 2020 | 52-0 v Walton CasualsHarrow Borough 2-0 Walton Casuals | BetVictor Southern Premier South |
| 24 | Sat 4 Jan 2020 | 42-2 v Merthyr TownMerthyr Town 2-2 Harrow Borough | BetVictor Southern Premier South |
| 25 | Sat 11 Jan 2020 | 4 3-2 v Hayes & Yeading UnitedHarrow Borough 3-2 Hayes & Yeading United | BetVictor Southern Premier South |
| 26 | Sat 18 Jan 2020 | 4 0-2 v Blackfield & LangleyBlackfield & Langley 2-0 Harrow Borough | BetVictor Southern Premier South |
| 27 | Sat 25 Jan 2020 | 41-4 v Hartley WintneyHarrow Borough 1-4 Hartley Wintney | BetVictor Southern Premier South |
| 28 | Sat 8 Feb 2020 | 50-0 v Poole TownHarrow Borough 0-0 Poole Town | BetVictor Southern Premier South |
| 29 | Sat 15 Feb 2020 | 52-2 v Chesham UnitedHarrow Borough 2-2 Chesham United | BetVictor Southern Premier South |
| 30 | Sat 22 Feb 2020 | 51-4 v Truro CityTruro City 4-1 Harrow Borough | BetVictor Southern Premier South |
| 31 | Sat 7 Mar 2020 | 4 3-1 v Metropolitan PoliceMetropolitan Police 1-3 Harrow Borough | BetVictor Southern Premier South |
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