| 1 | Wed 5 Dec 2018 | 17 4-1 v RomfordRomford 1-4 Brentwood Town | Bostik League North Division |
| 2 | Sat 8 Dec 2018 | 151-1 v Bury TownBrentwood Town 1-1 Bury Town | Bostik League North Division |
| 3 | Sat 22 Dec 2018 | 60-3 v BarkingBarking 3-0 Brentwood Town | Bostik League North Division |
| 4 | Sat 29 Dec 2018 | 22-2 v TilburyBrentwood Town 2-2 Tilbury | Bostik League North Division |
| 5 | Sat 5 Jan 2019 | 21-2 v Witham TownWitham Town 2-1 Brentwood Town | Bostik League North Division |
| 6 | Sat 12 Jan 2019 | 153-2 v Great Wakering RoversBrentwood Town 3-2 Great Wakering Rovers | Bostik League North Division |
| 7 | Fri 25 Jan 2019 | 2 0-1 v Maldon & TiptreeBrentwood Town 0-1 Maldon & Tiptree | Bostik League North Division |
| 8 | Sat 16 Feb 2019 | 21-3 v Heybridge SwiftsBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |
| 9 | Tue 19 Feb 2019 | 185-2 v AFC SudburyBrentwood Town 5-2 AFC Sudbury | Bostik League North Division |
| 10 | Sat 23 Feb 2019 | 22-1 v Dereham TownDereham Town 1-2 Brentwood Town | Bostik League North Division |
| 11 | Sat 2 Mar 2019 | 22-0 v RomfordBrentwood Town 2-0 Romford | Bostik League North Division |
| 12 | Sat 9 Mar 2019 | 2 0-6 v Bowers & PitseaBowers & Pitsea 6-0 Brentwood Town | Bostik League North Division |
| 13 | Tue 19 Mar 2019 | 23-2 v Coggeshall TownCoggeshall Town 2-3 Brentwood Town | Bostik League North Division |
| 14 | Sat 23 Mar 2019 | 20-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Brentwood Town | Bostik League North Division |
| 15 | Tue 26 Mar 2019 | 124-4 v AveleyBrentwood Town 4-4 Aveley | Bostik League North Division |
| 16 | Sat 6 Apr 2019 | 21-2 v Bury TownBury Town 2-1 Brentwood Town | Bostik League North Division |
| 17 | Sat 13 Apr 2019 | 21-3 v Grays AthleticGrays Athletic 3-1 Brentwood Town | Bostik League North Division |
| 18 | Sat 20 Apr 2019 | 23-1 v Witham TownBrentwood Town 3-1 Witham Town | Bostik League North Division |
| 19 | Mon 22 Apr 2019 | 2 1-4 v TilburyTilbury 4-1 Brentwood Town | Bostik League North Division |
| 20 | Sat 27 Apr 2019 | 21-3 v Canvey IslandBrentwood Town 1-3 Canvey Island | Bostik League North Division |
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