| 1 | Tue 27 Nov 2018 | 92-1 v Heybridge SwiftsBrentwood Town 2-1 Heybridge Swifts | Essex County Cup Fourth Round |
| 2 | Sat 1 Dec 2018 | 113-1 v Felixstowe & Walton UnitedBrentwood Town 3-1 Felixstowe & Walton United | Bostik League North Division |
| 3 | Wed 5 Dec 2018 | 114-1 v RomfordRomford 1-4 Brentwood Town | Bostik League North Division |
| 4 | Sat 8 Dec 2018 | 21-1 v Bury TownBrentwood Town 1-1 Bury Town | Bostik League North Division |
| 5 | Sat 15 Dec 2018 | 116-0 v Mildenhall TownMildenhall Town 0-6 Brentwood Town | Bostik League North Division |
| 6 | Sat 22 Dec 2018 | 90-3 v BarkingBarking 3-0 Brentwood Town | Bostik League North Division |
| 7 | Sat 29 Dec 2018 | 102-2 v TilburyBrentwood Town 2-2 Tilbury | Bostik League North Division |
| 8 | Sat 5 Jan 2019 | 61-2 v Witham TownWitham Town 2-1 Brentwood Town | Bostik League North Division |
| 9 | Tue 8 Jan 2019 | 151-1 v AFC HornchurchAFC Hornchurch 1-1 Brentwood Town | Essex County Cup Quarter Final |
| 10 | Sat 12 Jan 2019 | 123-2 v Great Wakering RoversBrentwood Town 3-2 Great Wakering Rovers | Bostik League North Division |
| 11 | Sat 19 Jan 2019 | 10 1-2 v Basildon UnitedBasildon United 2-1 Brentwood Town | Bostik League North Division |
| 12 | Tue 19 Feb 2019 | 125-2 v AFC SudburyBrentwood Town 5-2 AFC Sudbury | Bostik League North Division |
| 13 | Sat 23 Feb 2019 | 122-1 v Dereham TownDereham Town 1-2 Brentwood Town | Bostik League North Division |
| 14 | Sat 2 Mar 2019 | 122-0 v RomfordBrentwood Town 2-0 Romford | Bostik League North Division |
| 15 | Sat 9 Mar 2019 | 120-6 v Bowers & PitseaBowers & Pitsea 6-0 Brentwood Town | Bostik League North Division |
| 16 | Tue 19 Mar 2019 | 123-2 v Coggeshall TownCoggeshall Town 2-3 Brentwood Town | Bostik League North Division |
| 17 | Sat 23 Mar 2019 | 120-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Brentwood Town | Bostik League North Division |
| 18 | Tue 26 Mar 2019 | 34-4 v AveleyBrentwood Town 4-4 Aveley | Bostik League North Division |
| 19 | Sat 30 Mar 2019 | 32-2 v Mildenhall TownBrentwood Town 2-2 Mildenhall Town | Bostik League North Division |
| 20 | Sat 6 Apr 2019 | 31-2 v Bury TownBury Town 2-1 Brentwood Town | Bostik League North Division |
| 21 | Sat 13 Apr 2019 | 111-3 v Grays AthleticGrays Athletic 3-1 Brentwood Town | Bostik League North Division |
| 22 | Sat 20 Apr 2019 | 113-1 v Witham TownBrentwood Town 3-1 Witham Town | Bostik League North Division |
| 23 | Mon 22 Apr 2019 | 61-4 v TilburyTilbury 4-1 Brentwood Town | Bostik League North Division |
| 24 | Sat 27 Apr 2019 | 151-3 v Canvey IslandBrentwood Town 1-3 Canvey Island | Bostik League North Division |
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