| 1 | 18/8/2018 | 10-1 v Maldon & TiptreeMaldon & Tiptree 1-0 Brentwood Town | Bostik League North Division |
| 2 | 25/8/2018 | 11-1 v Sporting Bengal UnitedBrentwood Town 1-1 Sporting Bengal United | Emirates FA Cup Preliminary Round |
| 3 | 27/8/2018 | 11-0 v BarkingBrentwood Town 1-0 Barking | Bostik League North Division |
| 4 | 29/8/2018 | 13-1 v Sporting Bengal UnitedSporting Bengal United 1-3 Brentwood Town | Emirates FA Cup Preliminary Round |
| 5 | 1/9/2018 | 11-1 v Great Wakering RoversGreat Wakering Rovers 1-1 Brentwood Town | Bostik League North Division |
| 6 | 8/9/2018 | 12-3 v Haringey BoroughBrentwood Town 2-3 Haringey Borough | Emirates FA Cup First Qualifying Round |
| 7 | 15/9/2018 | 10-1 v Grays AthleticBrentwood Town 0-1 Grays Athletic | Bostik League North Division |
| 8 | 18/9/2018 | 12-2 v BarkingBarking 2-2 Brentwood Town | Velocity Trophy First Round |
| 9 | 22/9/2018 | 12-2 v Canvey IslandCanvey Island 2-2 Brentwood Town | Bostik League North Division |
| 10 | 25/9/2018 | 11-1 v Coggeshall TownBrentwood Town 1-1 Coggeshall Town | Bostik League North Division |
| 11 | 2/10/2018 | 11-1 v Basildon UnitedBrentwood Town 1-1 Basildon United | Bostik League North Division |
| 12 | 6/10/2018 | 1 4-1 v Soham Town RangersBrentwood Town 4-1 Soham Town Rangers | Bostik League North Division |
| 13 | 13/10/2018 | 14-1 v MarlowBrentwood Town 4-1 Marlow | Buildbase FA Trophy Preliminary Round |
| 14 | 20/10/2018 | 11-3 v Heybridge SwiftsHeybridge Swifts 3-1 Brentwood Town | Bostik League North Division |
| 15 | 27/10/2018 | 13-1 v Whitstable TownBrentwood Town 3-1 Whitstable Town | Buildbase FA Trophy First Qualifying Round |
| 16 | 30/10/2018 | 171-2 v CheshuntCheshunt 2-1 Brentwood Town | Velocity Trophy Second Round |
| 17 | 3/11/2018 | 11-2 v Dereham TownBrentwood Town 1-2 Dereham Town | Bostik League North Division |
| 18 | 10/11/2018 | 12-2 v Poole TownBrentwood Town 2-2 Poole Town | Buildbase FA Trophy Second Qualifying Round |
| 19 | 13/11/2018 | 11-4 v Poole TownPoole Town 4-1 Brentwood Town | Buildbase FA Trophy Second Qualifying Round |
| 20 | 24/11/2018 | 13-5 v AveleyAveley 5-3 Brentwood Town | Bostik League North Division |
| 21 | 27/11/2018 | 162-1 v Heybridge SwiftsBrentwood Town 2-1 Heybridge Swifts | Essex County Cup Fourth Round |
| 22 | 1/12/2018 | 163-1 v Felixstowe & Walton UnitedBrentwood Town 3-1 Felixstowe & Walton United | Bostik League North Division |
| 23 | 5/12/2018 | 164-1 v RomfordRomford 1-4 Brentwood Town | Bostik League North Division |
| 24 | 8/12/2018 | 171-1 v Bury TownBrentwood Town 1-1 Bury Town | Bostik League North Division |
| 25 | 15/12/2018 | 16-0 v Mildenhall TownMildenhall Town 0-6 Brentwood Town | Bostik League North Division |
| 26 | 22/12/2018 | 10-3 v BarkingBarking 3-0 Brentwood Town | Bostik League North Division |
| 27 | 29/12/2018 | 12-2 v TilburyBrentwood Town 2-2 Tilbury | Bostik League North Division |
| 28 | 5/1/2019 | 11-2 v Witham TownWitham Town 2-1 Brentwood Town | Bostik League North Division |
| 29 | 8/1/2019 | 11-1 v AFC HornchurchAFC Hornchurch 1-1 Brentwood Town | Essex County Cup Quarter Final |
| 30 | 12/1/2019 | 13-2 v Great Wakering RoversBrentwood Town 3-2 Great Wakering Rovers | Bostik League North Division |
| 31 | 19/1/2019 | 11-2 v Basildon UnitedBasildon United 2-1 Brentwood Town | Bostik League North Division |
| 32 | 25/1/2019 | 10-1 v Maldon & TiptreeBrentwood Town 0-1 Maldon & Tiptree | Bostik League North Division |
| 33 | 9/2/2019 | 1 3-3 v Soham Town RangersSoham Town Rangers 3-3 Brentwood Town | Bostik League North Division |
| 34 | 16/2/2019 | 11-3 v Heybridge SwiftsBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |