| 1 | Sat 8 Sep 2018 | 192-3 v Haringey BoroughBrentwood Town 2-3 Haringey Borough | Emirates FA Cup First Qualifying Round |
| 2 | Sat 15 Sep 2018 | 170-1 v Grays AthleticBrentwood Town 0-1 Grays Athletic | Bostik League North Division |
| 3 | Tue 18 Sep 2018 | 112-2 v BarkingBarking 2-2 Brentwood Town | Velocity Trophy First Round |
| 4 | Sat 22 Sep 2018 | 72-2 v Canvey IslandCanvey Island 2-2 Brentwood Town | Bostik League North Division |
| 5 | Tue 25 Sep 2018 | 41-1 v Coggeshall TownBrentwood Town 1-1 Coggeshall Town | Bostik League North Division |
| 6 | Tue 2 Oct 2018 | 81-1 v Basildon UnitedBrentwood Town 1-1 Basildon United | Bostik League North Division |
| 7 | Sat 6 Oct 2018 | 74-1 v Soham Town RangersBrentwood Town 4-1 Soham Town Rangers | Bostik League North Division |
| 8 | Sat 13 Oct 2018 | 74-1 v MarlowBrentwood Town 4-1 Marlow | Buildbase FA Trophy Preliminary Round |
| 9 | Sat 20 Oct 2018 | 71-3 v Heybridge SwiftsHeybridge Swifts 3-1 Brentwood Town | Bostik League North Division |
| 10 | Sat 27 Oct 2018 | 103-1 v Whitstable TownBrentwood Town 3-1 Whitstable Town | Buildbase FA Trophy First Qualifying Round |
| 11 | Sat 3 Nov 2018 | 91-2 v Dereham TownBrentwood Town 1-2 Dereham Town | Bostik League North Division |
| 12 | Tue 6 Nov 2018 | 92-0 v Maldon & TiptreeBrentwood Town 2-0 Maldon & Tiptree | Essex County Cup Third Round |
| 13 | Sat 10 Nov 2018 | 92-2 v Poole TownBrentwood Town 2-2 Poole Town | Buildbase FA Trophy Second Qualifying Round |
| 14 | Tue 13 Nov 2018 | 151-4 v Poole TownPoole Town 4-1 Brentwood Town | Buildbase FA Trophy Second Qualifying Round |
| 15 | Sat 17 Nov 2018 | 73-0 v Bowers & PitseaBrentwood Town 3-0 Bowers & Pitsea | Bostik League North Division |
| 16 | Tue 20 Nov 2018 | 83-5 v AFC SudburyAFC Sudbury 5-3 Brentwood Town | Bostik League North Division |
| 17 | Sat 24 Nov 2018 | 83-5 v AveleyAveley 5-3 Brentwood Town | Bostik League North Division |
| 18 | Tue 27 Nov 2018 | 82-1 v Heybridge SwiftsBrentwood Town 2-1 Heybridge Swifts | Essex County Cup Fourth Round |
| 19 | Sat 1 Dec 2018 | 33-1 v Felixstowe & Walton UnitedBrentwood Town 3-1 Felixstowe & Walton United | Bostik League North Division |
| 20 | Wed 5 Dec 2018 | 34-1 v RomfordRomford 1-4 Brentwood Town | Bostik League North Division |
| 21 | Sat 8 Dec 2018 | 31-1 v Bury TownBrentwood Town 1-1 Bury Town | Bostik League North Division |
| 22 | Sat 15 Dec 2018 | 36-0 v Mildenhall TownMildenhall Town 0-6 Brentwood Town | Bostik League North Division |
| 23 | Sat 22 Dec 2018 | 70-3 v BarkingBarking 3-0 Brentwood Town | Bostik League North Division |
| 24 | Sat 29 Dec 2018 | 92-2 v TilburyBrentwood Town 2-2 Tilbury | Bostik League North Division |
| 25 | Sat 5 Jan 2019 | 101-2 v Witham TownWitham Town 2-1 Brentwood Town | Bostik League North Division |
| 26 | Tue 8 Jan 2019 | 161-1 v AFC HornchurchAFC Hornchurch 1-1 Brentwood Town | Essex County Cup Quarter Final |
| 27 | Sat 12 Jan 2019 | 103-2 v Great Wakering RoversBrentwood Town 3-2 Great Wakering Rovers | Bostik League North Division |
| 28 | Sat 19 Jan 2019 | 91-2 v Basildon UnitedBasildon United 2-1 Brentwood Town | Bostik League North Division |
| 29 | Fri 25 Jan 2019 | 70-1 v Maldon & TiptreeBrentwood Town 0-1 Maldon & Tiptree | Bostik League North Division |
| 30 | Sat 9 Feb 2019 | 73-3 v Soham Town RangersSoham Town Rangers 3-3 Brentwood Town | Bostik League North Division |
| 31 | Sat 16 Feb 2019 | 151-3 v Heybridge SwiftsBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |
| 32 | Tue 19 Feb 2019 | 95-2 v AFC SudburyBrentwood Town 5-2 AFC Sudbury | Bostik League North Division |
| 33 | Sat 2 Mar 2019 | 162-0 v RomfordBrentwood Town 2-0 Romford | Bostik League North Division |
| 34 | Tue 19 Mar 2019 | 153-2 v Coggeshall TownCoggeshall Town 2-3 Brentwood Town | Bostik League North Division |
| 35 | Sat 23 Mar 2019 | 150-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Brentwood Town | Bostik League North Division |
| 36 | Tue 26 Mar 2019 | 74-4 v AveleyBrentwood Town 4-4 Aveley | Bostik League North Division |
| 37 | Sat 30 Mar 2019 | 102-2 v Mildenhall TownBrentwood Town 2-2 Mildenhall Town | Bostik League North Division |
| 38 | Sat 6 Apr 2019 | 71-2 v Bury TownBury Town 2-1 Brentwood Town | Bostik League North Division |
| 39 | Sat 13 Apr 2019 | 71-3 v Grays AthleticGrays Athletic 3-1 Brentwood Town | Bostik League North Division |
| 40 | Mon 22 Apr 2019 | 101-4 v TilburyTilbury 4-1 Brentwood Town | Bostik League North Division |
| 41 | Sat 27 Apr 2019 | 101-3 v Canvey IslandBrentwood Town 1-3 Canvey Island | Bostik League North Division |
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