| 1 | Mon 26 Aug 2019 | 162-1 v Walton CasualsWalton Casuals 1-2 Harrow Borough | BetVictor Southern Premier South |
| 2 | Tue 10 Sep 2019 | 102-3 v Beaconsfield TownBeaconsfield Town 3-2 Harrow Borough | CSS League Challenge Cup Preliminary Round |
| 3 | Sat 21 Sep 2019 | 150-1 v Carshalton AthleticHarrow Borough 0-1 Carshalton Athletic | Emirates FA Cup Second Qualifying Round |
| 4 | Sat 26 Oct 2019 | 90-2 v AFC SudburyAFC Sudbury 2-0 Harrow Borough | Buildbase FA Trophy First Qualifying Round |
| 5 | Tue 29 Oct 2019 | 121-1 v Weston-super-MareWeston-super-Mare 1-1 Harrow Borough | BetVictor Southern Premier South |
| 6 | Sat 2 Nov 2019 | 122-1 v Dorchester TownDorchester Town 1-2 Harrow Borough | BetVictor Southern Premier South |
| 7 | Sat 9 Nov 2019 | 72-3 v Swindon SupermarineHarrow Borough 2-3 Swindon Supermarine | BetVictor Southern Premier South |
| 8 | Sat 16 Nov 2019 | 141-1 v FarnboroughFarnborough 1-1 Harrow Borough | BetVictor Southern Premier South |
| 9 | Sat 23 Nov 2019 | 120-1 v Wimborne TownHarrow Borough 0-1 Wimborne Town | BetVictor Southern Premier South |
| 10 | Sat 7 Dec 2019 | 161-5 v Tiverton TownHarrow Borough 1-5 Tiverton Town | BetVictor Southern Premier South |
| 11 | Sat 21 Dec 2019 | 110-4 v Weston-super-MareHarrow Borough 0-4 Weston-super-Mare | BetVictor Southern Premier South |
| 12 | Wed 1 Jan 2020 | 142-0 v Walton CasualsHarrow Borough 2-0 Walton Casuals | BetVictor Southern Premier South |
| 13 | Sat 4 Jan 2020 | 122-2 v Merthyr TownMerthyr Town 2-2 Harrow Borough | BetVictor Southern Premier South |
| 14 | Sat 11 Jan 2020 | 123-2 v Hayes & Yeading UnitedHarrow Borough 3-2 Hayes & Yeading United | BetVictor Southern Premier South |
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