| 1 | Sat 6 Oct 2018 | 94-1 v Soham Town RangersBrentwood Town 4-1 Soham Town Rangers | Bostik League North Division |
| 2 | Sat 13 Oct 2018 | 94-1 v MarlowBrentwood Town 4-1 Marlow | Buildbase FA Trophy Preliminary Round |
| 3 | Sat 20 Oct 2018 | 91-3 v Heybridge SwiftsHeybridge Swifts 3-1 Brentwood Town | Bostik League North Division |
| 4 | Sat 27 Oct 2018 | 173-1 v Whitstable TownBrentwood Town 3-1 Whitstable Town | Buildbase FA Trophy First Qualifying Round |
| 5 | Sat 3 Nov 2018 | 101-2 v Dereham TownBrentwood Town 1-2 Dereham Town | Bostik League North Division |
| 6 | Sat 10 Nov 2018 | 172-2 v Poole TownBrentwood Town 2-2 Poole Town | Buildbase FA Trophy Second Qualifying Round |
| 7 | Tue 13 Nov 2018 | 171-4 v Poole TownPoole Town 4-1 Brentwood Town | Buildbase FA Trophy Second Qualifying Round |
| 8 | Sat 17 Nov 2018 | 93-0 v Bowers & PitseaBrentwood Town 3-0 Bowers & Pitsea | Bostik League North Division |
| 9 | Tue 20 Nov 2018 | 93-5 v AFC SudburyAFC Sudbury 5-3 Brentwood Town | Bostik League North Division |
| 10 | Sat 24 Nov 2018 | 93-5 v AveleyAveley 5-3 Brentwood Town | Bostik League North Division |
| 11 | Sat 1 Dec 2018 | 103-1 v Felixstowe & Walton UnitedBrentwood Town 3-1 Felixstowe & Walton United | Bostik League North Division |
| 12 | Wed 5 Dec 2018 | 104-1 v RomfordRomford 1-4 Brentwood Town | Bostik League North Division |
| 13 | Sat 8 Dec 2018 | 91-1 v Bury TownBrentwood Town 1-1 Bury Town | Bostik League North Division |
| 14 | Sat 15 Dec 2018 | 106-0 v Mildenhall TownMildenhall Town 0-6 Brentwood Town | Bostik League North Division |
| 15 | Sat 22 Dec 2018 | 10 0-3 v BarkingBarking 3-0 Brentwood Town | Bostik League North Division |
| 16 | Tue 8 Jan 2019 | 101-1 v AFC HornchurchAFC Hornchurch 1-1 Brentwood Town | Essex County Cup Quarter Final |
| 17 | Sat 19 Jan 2019 | 171-2 v Basildon UnitedBasildon United 2-1 Brentwood Town | Bostik League North Division |
| 18 | Fri 25 Jan 2019 | 100-1 v Maldon & TiptreeBrentwood Town 0-1 Maldon & Tiptree | Bostik League North Division |
| 19 | Sat 9 Feb 2019 | 10 3-3 v Soham Town RangersSoham Town Rangers 3-3 Brentwood Town | Bostik League North Division |
| 20 | Sat 16 Feb 2019 | 91-3 v Heybridge SwiftsBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |
| 21 | Tue 19 Feb 2019 | 165-2 v AFC SudburyBrentwood Town 5-2 AFC Sudbury | Bostik League North Division |
| 22 | Sat 23 Feb 2019 | 92-1 v Dereham TownDereham Town 1-2 Brentwood Town | Bostik League North Division |
| 23 | Sat 2 Mar 2019 | 92-0 v RomfordBrentwood Town 2-0 Romford | Bostik League North Division |
| 24 | Sat 9 Mar 2019 | 90-6 v Bowers & PitseaBowers & Pitsea 6-0 Brentwood Town | Bostik League North Division |
| 25 | Tue 19 Mar 2019 | 93-2 v Coggeshall TownCoggeshall Town 2-3 Brentwood Town | Bostik League North Division |
| 26 | Sat 23 Mar 2019 | 90-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Brentwood Town | Bostik League North Division |
| 27 | Tue 26 Mar 2019 | 94-4 v AveleyBrentwood Town 4-4 Aveley | Bostik League North Division |
| 28 | Sat 30 Mar 2019 | 92-2 v Mildenhall TownBrentwood Town 2-2 Mildenhall Town | Bostik League North Division |
| 29 | Sat 6 Apr 2019 | 91-2 v Bury TownBury Town 2-1 Brentwood Town | Bostik League North Division |
| 30 | Sat 13 Apr 2019 | 91-3 v Grays AthleticGrays Athletic 3-1 Brentwood Town | Bostik League North Division |
| 31 | Sat 20 Apr 2019 | 93-1 v Witham TownBrentwood Town 3-1 Witham Town | Bostik League North Division |
| 32 | Mon 22 Apr 2019 | 91-4 v TilburyTilbury 4-1 Brentwood Town | Bostik League North Division |
| 33 | Sat 27 Apr 2019 | 9 1-3 v Canvey IslandBrentwood Town 1-3 Canvey Island | Bostik League North Division |
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