| 1 | Sat 11 Aug 2018 | 23-2 v KingstonianKingstonian 2-3 Brightlingsea Regent | Bostik League Premier Division |
| 2 | Tue 14 Aug 2018 | 2 0-2 v Haringey BoroughBrightlingsea Regent 0-2 Haringey Borough | Bostik League Premier Division |
| 3 | Sat 18 Aug 2018 | 20-3 v MargateBrightlingsea Regent 0-3 Margate | Bostik League Premier Division |
| 4 | Sat 25 Aug 2018 | 30-1 v MersthamMerstham 1-0 Brightlingsea Regent | Bostik League Premier Division |
| 5 | Mon 27 Aug 2018 | 7 1-1 v AFC HornchurchBrightlingsea Regent 1-1 AFC Hornchurch | Bostik League Premier Division |
| 6 | Sat 1 Sep 2018 | 21-1 v Corinthian-CasualsCorinthian-Casuals 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 7 | Sat 8 Sep 2018 | 7 4-3 v Cambridge CityCambridge City 3-4 Brightlingsea Regent | Emirates FA Cup First Qualifying Round |
| 8 | Sat 15 Sep 2018 | 20-2 v Tonbridge AngelsBrightlingsea Regent 0-2 Tonbridge Angels | Bostik League Premier Division |
| 9 | Sat 22 Sep 2018 | 23-3 v Egham TownEgham Town 3-3 Brightlingsea Regent | Emirates FA Cup Second Qualifying Round |
| 10 | Tue 25 Sep 2018 | 22-1 v Egham TownBrightlingsea Regent 2-1 Egham Town | Emirates FA Cup Second Qualifying Round |
| 11 | Sat 29 Sep 2018 | 23-2 v Folkestone InvictaFolkestone Invicta 2-3 Brightlingsea Regent | Bostik League Premier Division |
| 12 | Tue 2 Oct 2018 | 2 0-1 v Potters Bar TownBrightlingsea Regent 0-1 Potters Bar Town | Bostik League Premier Division |
| 13 | Sat 6 Oct 2018 | 30-3 v Torquay UnitedBrightlingsea Regent 0-3 Torquay United | Emirates FA Cup Third Qualifying Round |
| 14 | Sat 13 Oct 2018 | 141-1 v WhitehawkWhitehawk 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 15 | Sat 3 Nov 2018 | 140-2 v Carshalton AthleticBrightlingsea Regent 0-2 Carshalton Athletic | Bostik League Premier Division |
| 16 | Sat 10 Nov 2018 | 142-1 v AFC HornchurchBrightlingsea Regent 2-1 AFC Hornchurch | Buildbase FA Trophy Second Qualifying Round |
| 17 | Tue 13 Nov 2018 | 120-1 v Wingate & FinchleyBrightlingsea Regent 0-1 Wingate & Finchley | Bostik League Premier Division |
| 18 | Sat 17 Nov 2018 | 5 1-2 v Dorking WanderersDorking Wanderers 2-1 Brightlingsea Regent | Bostik League Premier Division |
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