| 1 | Tue 9 Oct 2018 | 3 1-1 v Bishop's StortfordBishop's Stortford 1-1 Tilbury | Velocity Trophy Second Round |
| 2 | Sat 20 Oct 2018 | 32-2 v Felixstowe & Walton UnitedTilbury 2-2 Felixstowe & Walton United | Bostik League North Division |
| 3 | Tue 30 Oct 2018 | 120-3 v Bowers & PitseaTilbury 0-3 Bowers & Pitsea | Bostik League North Division |
| 4 | Sat 10 Nov 2018 | 31-2 v Bury TownTilbury 1-2 Bury Town | Bostik League North Division |
| 5 | Tue 27 Nov 2018 | 121-2 v Hayes & Yeading UnitedBrightlingsea Regent 1-2 Hayes & Yeading United | Buildbase FA Trophy Third Qualifying Round |
| 6 | Sat 1 Dec 2018 | 73-2 v Burgess Hill TownBrightlingsea Regent 3-2 Burgess Hill Town | Bostik League Premier Division |
| 7 | Sat 8 Dec 2018 | 111-0 v LeatherheadLeatherhead 0-1 Brightlingsea Regent | Bostik League Premier Division |
| 8 | Wed 12 Dec 2018 | 110-5 v LewesLewes 5-0 Brightlingsea Regent | Bostik League Premier Division |
| 9 | Sat 15 Dec 2018 | 84-3 v Corinthian-CasualsBrightlingsea Regent 4-3 Corinthian-Casuals | Bostik League Premier Division |
| 10 | Sat 22 Dec 2018 | 82-1 v AFC HornchurchAFC Hornchurch 1-2 Brightlingsea Regent | Bostik League Premier Division |
| 11 | Sat 29 Dec 2018 | 81-0 v Bishop's StortfordBrightlingsea Regent 1-0 Bishop's Stortford | Bostik League Premier Division |
| 12 | Sat 5 Jan 2019 | 8 2-2 v Tonbridge AngelsTonbridge Angels 2-2 Brightlingsea Regent | Bostik League Premier Division |
| 13 | Sat 2 Mar 2019 | 81-1 v Harlow TownBrightlingsea Regent 1-1 Harlow Town | Bostik League Premier Division |
| 14 | Sat 9 Mar 2019 | 81-1 v WorthingWorthing 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 15 | Sat 16 Mar 2019 | 70-0 v LewesBrightlingsea Regent 0-0 Lewes | Bostik League Premier Division |
| 16 | Sat 23 Mar 2019 | 140-3 v Carshalton AthleticCarshalton Athletic 3-0 Brightlingsea Regent | Bostik League Premier Division |
| 17 | Sat 30 Mar 2019 | 7 0-2 v Dorking WanderersBrightlingsea Regent 0-2 Dorking Wanderers | Bostik League Premier Division |
| 18 | Sat 6 Apr 2019 | 7 2-1 v Bognor Regis TownBognor Regis Town 1-2 Brightlingsea Regent | Bostik League Premier Division |
| 19 | Sat 13 Apr 2019 | 111-1 v Burgess Hill TownBurgess Hill Town 1-1 Brightlingsea Regent | Bostik League Premier Division |
| 20 | Sat 20 Apr 2019 | 21-0 v LeatherheadBrightlingsea Regent 1-0 Leatherhead | Bostik League Premier Division |
| 21 | Mon 22 Apr 2019 | 22-3 v Bishop's StortfordBishop's Stortford 3-2 Brightlingsea Regent | Bostik League Premier Division |
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