| 1 | Sat 11 Aug 2018 | 4 2-3 v WeymouthHarrow Borough 2-3 Weymouth | Evo-Stik Southern Premier South |
| 2 | Sat 18 Aug 2018 | 4 3-5 v Wimborne TownWimborne Town 5-3 Harrow Borough | Evo-Stik Southern Premier South |
| 3 | Mon 27 Aug 2018 | 44-2 v HendonHendon 2-4 Harrow Borough | Evo-Stik Southern Premier South |
| 4 | Sat 1 Sep 2018 | 121-1 v SalisburyHarrow Borough 1-1 Salisbury | Evo-Stik Southern Premier South |
| 5 | Sat 8 Sep 2018 | 40-1 v AFC HornchurchAFC Hornchurch 1-0 Harrow Borough | Emirates FA Cup First Qualifying Round |
| 6 | Sat 15 Sep 2018 | 40-1 v Gosport BoroughHarrow Borough 0-1 Gosport Borough | Evo-Stik Southern Premier South |
| 7 | Sat 6 Oct 2018 | 42-2 v Hartley WintneyHarrow Borough 2-2 Hartley Wintney | Evo-Stik Southern Premier South |
| 8 | Sat 13 Oct 2018 | 43-1 v Frome TownFrome Town 1-3 Harrow Borough | Evo-Stik Southern Premier South |
| 9 | Sat 20 Oct 2018 | 44-1 v Dorchester TownHarrow Borough 4-1 Dorchester Town | Evo-Stik Southern Premier South |
| 10 | Tue 13 Nov 2018 | 45-2 v Tooting & Mitcham UnitedTooting & Mitcham United 2-5 Harrow Borough | London County Cup Second Round |
| 11 | Tue 20 Nov 2018 | 4 2-1 v Basingstoke TownHarrow Borough 2-1 Basingstoke Town | Evo-Stik Southern Premier South |
| 12 | Sat 1 Dec 2018 | 45-0 v FarnboroughHarrow Borough 5-0 Farnborough | Evo-Stik Southern Premier South |
| 13 | Sat 8 Dec 2018 | 40-7 v Taunton TownTaunton Town 7-0 Harrow Borough | Evo-Stik Southern Premier South |
| 14 | Sat 15 Dec 2018 | 53-0 v Merthyr TownHarrow Borough 3-0 Merthyr Town | Evo-Stik Southern Premier South |
| 15 | Tue 18 Dec 2018 | 52-1 v Beaconsfield TownHarrow Borough 2-1 Beaconsfield Town | Evo-Stik Southern Premier South |
| 16 | Sat 22 Dec 2018 | 4 2-2 v WeymouthWeymouth 2-2 Harrow Borough | Evo-Stik Southern Premier South |
| 17 | Wed 26 Dec 2018 | 43-1 v HendonHarrow Borough 3-1 Hendon | Evo-Stik Southern Premier South |
| 18 | Sat 5 Jan 2019 | 174-3 v Metropolitan PoliceHarrow Borough 4-3 Metropolitan Police | Evo-Stik Southern Premier South |
| 19 | Tue 8 Jan 2019 | 20-1 v Metropolitan PoliceMetropolitan Police 1-0 Harrow Borough | Evo-Stik Southern Premier South |
| 20 | Sat 19 Jan 2019 | 61-3 v Swindon SupermarineHarrow Borough 1-3 Swindon Supermarine | Evo-Stik Southern Premier South |
| 21 | Tue 22 Jan 2019 | 43-3 v Poole TownPoole Town 3-3 Harrow Borough | Evo-Stik Southern Premier South |
| 22 | Sat 26 Jan 2019 | 52-2 v Basingstoke TownBasingstoke Town 2-2 Harrow Borough | Evo-Stik Southern Premier South |
| 23 | Sat 9 Feb 2019 | 82-3 v Dorchester TownDorchester Town 3-2 Harrow Borough | Evo-Stik Southern Premier South |
| 24 | Sat 16 Feb 2019 | 51-4 v FarnboroughFarnborough 4-1 Harrow Borough | Evo-Stik Southern Premier South |
| 25 | Tue 19 Feb 2019 | 4 2-2 v Hayes & Yeading UnitedHayes & Yeading United 2-2 Harrow Borough | Middlesex County Cup Semi Final |
| 26 | Sat 23 Feb 2019 | 44-0 v Poole TownHarrow Borough 4-0 Poole Town | Evo-Stik Southern Premier South |
| 27 | Tue 26 Feb 2019 | 41-1 v Walton CasualsHarrow Borough 1-1 Walton Casuals | Evo-Stik Southern Premier South |
| 28 | Sat 2 Mar 2019 | 41-0 v Taunton TownHarrow Borough 1-0 Taunton Town | Evo-Stik Southern Premier South |
| 29 | Sat 23 Mar 2019 | 61-2 v Frome TownHarrow Borough 1-2 Frome Town | Evo-Stik Southern Premier South |
| 30 | Sat 6 Apr 2019 | 40-2 v Chesham UnitedHarrow Borough 0-2 Chesham United | Evo-Stik Southern Premier South |
| 31 | Sat 20 Apr 2019 | 41-1 v Tiverton TownTiverton Town 1-1 Harrow Borough | Evo-Stik Southern Premier South |
| 32 | Mon 22 Apr 2019 | 4 9-1 v Staines TownHarrow Borough 9-1 Staines Town | Evo-Stik Southern Premier South |
| 33 | Sat 27 Apr 2019 | 46-0 v SalisburySalisbury 0-6 Harrow Borough | Evo-Stik Southern Premier South |
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