| 1 | Sat 18 Aug 2018 | 30-1 v Maldon & TiptreeMaldon & Tiptree 1-0 Brentwood Town | Bostik League North Division |
| 2 | Sat 25 Aug 2018 | 3 1-1 v Sporting Bengal UnitedBrentwood Town 1-1 Sporting Bengal United | Emirates FA Cup Preliminary Round |
| 3 | Mon 27 Aug 2018 | 31-0 v BarkingBrentwood Town 1-0 Barking | Bostik League North Division |
| 4 | Wed 29 Aug 2018 | 4 3-1 v Sporting Bengal UnitedSporting Bengal United 1-3 Brentwood Town | Emirates FA Cup Preliminary Round |
| 5 | Sat 1 Sep 2018 | 4 1-1 v Great Wakering RoversGreat Wakering Rovers 1-1 Brentwood Town | Bostik League North Division |
| 6 | Sat 8 Sep 2018 | 42-3 v Haringey BoroughBrentwood Town 2-3 Haringey Borough | Emirates FA Cup First Qualifying Round |
| 7 | Tue 2 Oct 2018 | 141-1 v Basildon UnitedBrentwood Town 1-1 Basildon United | Bostik League North Division |
| 8 | Sat 13 Oct 2018 | 154-1 v MarlowBrentwood Town 4-1 Marlow | Buildbase FA Trophy Preliminary Round |
| 9 | Sat 20 Oct 2018 | 151-3 v Heybridge SwiftsHeybridge Swifts 3-1 Brentwood Town | Bostik League North Division |
| 10 | Sat 27 Oct 2018 | 33-1 v Whitstable TownBrentwood Town 3-1 Whitstable Town | Buildbase FA Trophy First Qualifying Round |
| 11 | Tue 30 Oct 2018 | 31-2 v CheshuntCheshunt 2-1 Brentwood Town | Velocity Trophy Second Round |
| 12 | Sat 3 Nov 2018 | 31-2 v Dereham TownBrentwood Town 1-2 Dereham Town | Bostik League North Division |
| 13 | Tue 6 Nov 2018 | 62-0 v Maldon & TiptreeBrentwood Town 2-0 Maldon & Tiptree | Essex County Cup Third Round |
| 14 | Sat 10 Nov 2018 | 62-2 v Poole TownBrentwood Town 2-2 Poole Town | Buildbase FA Trophy Second Qualifying Round |
| 15 | Tue 13 Nov 2018 | 31-4 v Poole TownPoole Town 4-1 Brentwood Town | Buildbase FA Trophy Second Qualifying Round |
| 16 | Sat 17 Nov 2018 | 33-0 v Bowers & PitseaBrentwood Town 3-0 Bowers & Pitsea | Bostik League North Division |
| 17 | Tue 20 Nov 2018 | 63-5 v AFC SudburyAFC Sudbury 5-3 Brentwood Town | Bostik League North Division |
| 18 | Sat 29 Dec 2018 | 162-2 v TilburyBrentwood Town 2-2 Tilbury | Bostik League North Division |
| 19 | Sat 5 Jan 2019 | 161-2 v Witham TownWitham Town 2-1 Brentwood Town | Bostik League North Division |
| 20 | Tue 8 Jan 2019 | 81-1 v AFC HornchurchAFC Hornchurch 1-1 Brentwood Town | Essex County Cup Quarter Final |
| 21 | Sat 12 Jan 2019 | 53-2 v Great Wakering RoversBrentwood Town 3-2 Great Wakering Rovers | Bostik League North Division |
| 22 | Sat 19 Jan 2019 | 151-2 v Basildon UnitedBasildon United 2-1 Brentwood Town | Bostik League North Division |
| 23 | Fri 25 Jan 2019 | 60-1 v Maldon & TiptreeBrentwood Town 0-1 Maldon & Tiptree | Bostik League North Division |
| 24 | Sat 9 Feb 2019 | 33-3 v Soham Town RangersSoham Town Rangers 3-3 Brentwood Town | Bostik League North Division |
| 25 | Sat 16 Feb 2019 | 31-3 v Heybridge SwiftsBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |
| 26 | Tue 19 Feb 2019 | 7 5-2 v AFC SudburyBrentwood Town 5-2 AFC Sudbury | Bostik League North Division |
| 27 | Sat 23 Feb 2019 | 72-1 v Dereham TownDereham Town 1-2 Brentwood Town | Bostik League North Division |
| 28 | Sat 2 Mar 2019 | 72-0 v RomfordBrentwood Town 2-0 Romford | Bostik League North Division |
| 29 | Sat 9 Mar 2019 | 7 0-6 v Bowers & PitseaBowers & Pitsea 6-0 Brentwood Town | Bostik League North Division |
| 30 | Tue 19 Mar 2019 | 73-2 v Coggeshall TownCoggeshall Town 2-3 Brentwood Town | Bostik League North Division |
| 31 | Sat 23 Mar 2019 | 70-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Brentwood Town | Bostik League North Division |
| 32 | Sat 13 Apr 2019 | 31-3 v Grays AthleticGrays Athletic 3-1 Brentwood Town | Bostik League North Division |
| 33 | Sat 20 Apr 2019 | 33-1 v Witham TownBrentwood Town 3-1 Witham Town | Bostik League North Division |
| 34 | Mon 22 Apr 2019 | 31-4 v TilburyTilbury 4-1 Brentwood Town | Bostik League North Division |
| 35 | Sat 27 Apr 2019 | 31-3 v Canvey IslandBrentwood Town 1-3 Canvey Island | Bostik League North Division |
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