| 1 | Sat 5 Aug 2023 | 2 1-2 v AFC TottonHarrow Borough 1-2 AFC Totton | Southern League - Premier South |
| 2 | Sat 12 Aug 2023 | 22-2 v Dorchester TownDorchester Town 2-2 Harrow Borough | Southern League - Premier South |
| 3 | Tue 15 Aug 2023 | 2 1-4 v Walton & HershamHarrow Borough 1-4 Walton & Hersham | Southern League - Premier South |
| 4 | Sat 19 Aug 2023 | 20-5 v Basingstoke TownBasingstoke Town 5-0 Harrow Borough | Southern League - Premier South |
| 5 | Sat 26 Aug 2023 | 22-4 v Poole TownHarrow Borough 2-4 Poole Town | Southern League - Premier South |
| 6 | Mon 28 Aug 2023 | 22-2 v HendonHendon 2-2 Harrow Borough | Southern League - Premier South |
| 7 | Sat 16 Sep 2023 | 21-2 v Hanwell TownHanwell Town 2-1 Harrow Borough | Southern League - Premier South |
| 8 | Sat 7 Oct 2023 | 21-0 v MargateHarrow Borough 1-0 Margate | Isuzu FA Trophy Third Qualifying Round |
| 9 | Sat 14 Oct 2023 | 152-2 v Swindon SupermarineHarrow Borough 2-2 Swindon Supermarine | Southern League - Premier South |
| 10 | Sat 21 Oct 2023 | 22-1 v Winchester CityWinchester City 1-2 Harrow Borough | Southern League - Premier South |
| 11 | Sat 28 Oct 2023 | 71-2 v Beaconsfield TownHarrow Borough 1-2 Beaconsfield Town | Isuzu FA Trophy First Round |
| 12 | Sat 11 Nov 2023 | 20-0 v Tiverton TownTiverton Town 0-0 Harrow Borough | Southern League - Premier South |
| 13 | Tue 14 Nov 2023 | 21-3 v Beaconsfield TownBeaconsfield Town 3-1 Harrow Borough | Southern League - Premier South |
| 14 | Sat 18 Nov 2023 | 21-2 v Merthyr TownHarrow Borough 1-2 Merthyr Town | Southern League - Premier South |
| 15 | Sat 16 Dec 2023 | 24-2 v Basingstoke TownHarrow Borough 4-2 Basingstoke Town | Southern League - Premier South |
| 16 | Sat 23 Dec 2023 | 2 0-1 v Poole TownPoole Town 1-0 Harrow Borough | Southern League - Premier South |
| 17 | Tue 26 Dec 2023 | 21-3 v HendonHarrow Borough 1-3 Hendon | Southern League - Premier South |
| 18 | Mon 1 Jan 2024 | 20-4 v Chesham UnitedChesham United 4-0 Harrow Borough | Southern League - Premier South |
| 19 | Sat 13 Jan 2024 | 20-2 v Dorchester TownHarrow Borough 0-2 Dorchester Town | Southern League - Premier South |
| 20 | Sat 20 Jan 2024 | 20-1 v AFC TottonAFC Totton 1-0 Harrow Borough | Southern League - Premier South |
| 21 | Sat 27 Jan 2024 | 21-1 v Hayes & Yeading UnitedHarrow Borough 1-1 Hayes & Yeading United | Southern League - Premier South |
| 22 | Tue 6 Feb 2024 | 22-0 v Gosport BoroughHarrow Borough 2-0 Gosport Borough | Southern League - Premier South |
| 23 | Sat 10 Feb 2024 | 23-3 v Didcot TownHarrow Borough 3-3 Didcot Town | Southern League - Premier South |
| 24 | Sat 17 Feb 2024 | 23-1 v Swindon SupermarineSwindon Supermarine 1-3 Harrow Borough | Southern League - Premier South |
| 25 | Sat 24 Feb 2024 | 21-2 v Winchester CityHarrow Borough 1-2 Winchester City | Southern League - Premier South |
| 26 | Sat 9 Mar 2024 | 63-1 v SholingSholing 1-3 Harrow Borough | Southern League - Premier South |
| 27 | Thu 28 Mar 2024 | 24-4 v Walton & HershamWalton & Hersham 4-4 Harrow Borough | Southern League - Premier South |
| 28 | Mon 1 Apr 2024 | 21-4 v Chesham UnitedHarrow Borough 1-4 Chesham United | Southern League - Premier South |
| 29 | Tue 9 Apr 2024 | 23-1 v Plymouth ParkwayPlymouth Parkway 1-3 Harrow Borough | Southern League - Premier South |
| 30 | Sat 13 Apr 2024 | 22-0 v SalisburySalisbury 0-2 Harrow Borough | Southern League - Premier South |
| 31 | Sat 20 Apr 2024 | 21-2 v Tiverton TownHarrow Borough 1-2 Tiverton Town | Southern League - Premier South |
| 32 | Sat 27 Apr 2024 | 21-7 v Merthyr TownMerthyr Town 7-1 Harrow Borough | Southern League - Premier South |
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