| 1 | Sat 11 Aug 2018 | 13-2 v KingstonianKingstonian 2-3 Brightlingsea Regent | Bostik League Premier Division |
| 2 | Tue 14 Aug 2018 | 10-2 v Haringey BoroughBrightlingsea Regent 0-2 Haringey Borough | Bostik League Premier Division |
| 3 | Sat 18 Aug 2018 | 10-3 v MargateBrightlingsea Regent 0-3 Margate | Bostik League Premier Division |
| 4 | Sat 25 Aug 2018 | 10-1 v MersthamMerstham 1-0 Brightlingsea Regent | Bostik League Premier Division |
| 5 | Mon 27 Aug 2018 | 11-1 v AFC HornchurchBrightlingsea Regent 1-1 AFC Hornchurch | Bostik League Premier Division |
| 6 | Sat 1 Sep 2018 | 11-1 v Corinthian-CasualsCorinthian-Casuals 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 7 | Sat 8 Sep 2018 | 14-3 v Cambridge CityCambridge City 3-4 Brightlingsea Regent | Emirates FA Cup First Qualifying Round |
| 8 | Sat 15 Sep 2018 | 10-2 v Tonbridge AngelsBrightlingsea Regent 0-2 Tonbridge Angels | Bostik League Premier Division |
| 9 | Sat 22 Sep 2018 | 1 3-3 v Egham TownEgham Town 3-3 Brightlingsea Regent | Emirates FA Cup Second Qualifying Round |
| 10 | Tue 25 Sep 2018 | 12-1 v Egham TownBrightlingsea Regent 2-1 Egham Town | Emirates FA Cup Second Qualifying Round |
| 11 | Sat 29 Sep 2018 | 13-2 v Folkestone InvictaFolkestone Invicta 2-3 Brightlingsea Regent | Bostik League Premier Division |
| 12 | Tue 2 Oct 2018 | 10-1 v Potters Bar TownBrightlingsea Regent 0-1 Potters Bar Town | Bostik League Premier Division |
| 13 | Sat 6 Oct 2018 | 10-3 v Torquay UnitedBrightlingsea Regent 0-3 Torquay United | Emirates FA Cup Third Qualifying Round |
| 14 | Sat 13 Oct 2018 | 11-1 v WhitehawkWhitehawk 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 15 | Tue 16 Oct 2018 | 10-0 v Enfield TownEnfield Town 0-0 Brightlingsea Regent | Bostik League Premier Division |
| 16 | Tue 23 Oct 2018 | 11-0 v Harlow TownHarlow Town 0-1 Brightlingsea Regent | Bostik League Premier Division |
| 17 | Sat 27 Oct 2018 | 11-0 v Canvey IslandCanvey Island 0-1 Brightlingsea Regent | Buildbase FA Trophy First Qualifying Round |
| 18 | Sat 3 Nov 2018 | 10-2 v Carshalton AthleticBrightlingsea Regent 0-2 Carshalton Athletic | Bostik League Premier Division |
| 19 | Sat 10 Nov 2018 | 12-1 v AFC HornchurchBrightlingsea Regent 2-1 AFC Hornchurch | Buildbase FA Trophy Second Qualifying Round |
| 20 | Tue 13 Nov 2018 | 10-1 v Wingate & FinchleyBrightlingsea Regent 0-1 Wingate & Finchley | Bostik League Premier Division |
| 21 | Sat 17 Nov 2018 | 11-2 v Dorking WanderersDorking Wanderers 2-1 Brightlingsea Regent | Bostik League Premier Division |
| 22 | Sat 24 Nov 2018 | 10-0 v Hayes & Yeading UnitedHayes & Yeading United 0-0 Brightlingsea Regent | Buildbase FA Trophy Third Qualifying Round |
| 23 | Tue 27 Nov 2018 | 11-2 v Hayes & Yeading UnitedBrightlingsea Regent 1-2 Hayes & Yeading United | Buildbase FA Trophy Third Qualifying Round |
| 24 | Sat 1 Dec 2018 | 13-2 v Burgess Hill TownBrightlingsea Regent 3-2 Burgess Hill Town | Bostik League Premier Division |
| 25 | Sat 8 Dec 2018 | 11-0 v LeatherheadLeatherhead 0-1 Brightlingsea Regent | Bostik League Premier Division |
| 26 | Wed 12 Dec 2018 | 10-5 v LewesLewes 5-0 Brightlingsea Regent | Bostik League Premier Division |
| 27 | Sat 15 Dec 2018 | 14-3 v Corinthian-CasualsBrightlingsea Regent 4-3 Corinthian-Casuals | Bostik League Premier Division |
| 28 | Sat 22 Dec 2018 | 12-1 v AFC HornchurchAFC Hornchurch 1-2 Brightlingsea Regent | Bostik League Premier Division |
| 29 | Sat 29 Dec 2018 | 11-0 v Bishop's StortfordBrightlingsea Regent 1-0 Bishop's Stortford | Bostik League Premier Division |
| 30 | Sat 5 Jan 2019 | 12-2 v Tonbridge AngelsTonbridge Angels 2-2 Brightlingsea Regent | Bostik League Premier Division |
| 31 | Tue 8 Jan 2019 | 13-0 v Bognor Regis TownBrightlingsea Regent 3-0 Bognor Regis Town | Bostik League Premier Division |
| 32 | Sat 12 Jan 2019 | 12-0 v Potters Bar TownPotters Bar Town 0-2 Brightlingsea Regent | Bostik League Premier Division |
| 33 | Sat 19 Jan 2019 | 1 2-0 v Folkestone InvictaBrightlingsea Regent 2-0 Folkestone Invicta | Bostik League Premier Division |
| 34 | Tue 22 Jan 2019 | 10-2 v WorthingBrightlingsea Regent 0-2 Worthing | Bostik League Premier Division |
| 35 | Sat 26 Jan 2019 | 1 2-2 v Wingate & FinchleyWingate & Finchley 2-2 Brightlingsea Regent | Bostik League Premier Division |
| 36 | Sat 2 Feb 2019 | 13-0 v WhitehawkBrightlingsea Regent 3-0 Whitehawk | Bostik League Premier Division |
| 37 | Mon 4 Feb 2019 | 11-2 v Haringey BoroughHaringey Borough 2-1 Brightlingsea Regent | Bostik League Premier Division |
| 38 | Sat 9 Feb 2019 | 11-1 v MersthamBrightlingsea Regent 1-1 Merstham | Bostik League Premier Division |
| 39 | Sat 16 Feb 2019 | 10-1 v MargateMargate 1-0 Brightlingsea Regent | Bostik League Premier Division |
| 40 | Sat 23 Feb 2019 | 12-0 v KingstonianBrightlingsea Regent 2-0 Kingstonian | Bostik League Premier Division |
| 41 | Sat 2 Mar 2019 | 11-1 v Harlow TownBrightlingsea Regent 1-1 Harlow Town | Bostik League Premier Division |
| 42 | Sat 9 Mar 2019 | 1 1-1 v WorthingWorthing 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 43 | Sat 16 Mar 2019 | 10-0 v LewesBrightlingsea Regent 0-0 Lewes | Bostik League Premier Division |
| 44 | Sat 23 Mar 2019 | 10-3 v Carshalton AthleticCarshalton Athletic 3-0 Brightlingsea Regent | Bostik League Premier Division |
| 45 | Sat 30 Mar 2019 | 10-2 v Dorking WanderersBrightlingsea Regent 0-2 Dorking Wanderers | Bostik League Premier Division |
| 46 | Sat 6 Apr 2019 | 1 2-1 v Bognor Regis TownBognor Regis Town 1-2 Brightlingsea Regent | Bostik League Premier Division |
| 47 | Sat 13 Apr 2019 | 11-1 v Burgess Hill TownBurgess Hill Town 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 48 | Sat 20 Apr 2019 | 11-0 v LeatherheadBrightlingsea Regent 1-0 Leatherhead | Bostik League Premier Division |
| 49 | Mon 22 Apr 2019 | 12-3 v Bishop's StortfordBishop's Stortford 3-2 Brightlingsea Regent | Bostik League Premier Division |
| 50 | Sat 27 Apr 2019 | 11-0 v Enfield TownBrightlingsea Regent 1-0 Enfield Town | Bostik League Premier Division |
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