| 1 | Sat 18 Aug 2018 | 20-1 v Maldon & TiptreeMaldon & Tiptree 1-0 Brentwood Town | Bostik League North Division |
| 2 | Sat 25 Aug 2018 | 21-1 v Sporting Bengal UnitedBrentwood Town 1-1 Sporting Bengal United | Emirates FA Cup Preliminary Round |
| 3 | Mon 27 Aug 2018 | 2 1-0 v BarkingBrentwood Town 1-0 Barking | Bostik League North Division |
| 4 | Wed 29 Aug 2018 | 23-1 v Sporting Bengal UnitedSporting Bengal United 1-3 Brentwood Town | Emirates FA Cup Preliminary Round |
| 5 | Sat 1 Sep 2018 | 7 1-1 v Great Wakering RoversGreat Wakering Rovers 1-1 Brentwood Town | Bostik League North Division |
| 6 | Sat 8 Sep 2018 | 72-3 v Haringey BoroughBrentwood Town 2-3 Haringey Borough | Emirates FA Cup First Qualifying Round |
| 7 | Sat 15 Sep 2018 | 20-1 v Grays AthleticBrentwood Town 0-1 Grays Athletic | Bostik League North Division |
| 8 | Sat 22 Sep 2018 | 22-2 v Canvey IslandCanvey Island 2-2 Brentwood Town | Bostik League North Division |
| 9 | Tue 25 Sep 2018 | 21-1 v Coggeshall TownBrentwood Town 1-1 Coggeshall Town | Bostik League North Division |
| 10 | Tue 6 Nov 2018 | 122-0 v Maldon & TiptreeBrentwood Town 2-0 Maldon & Tiptree | Essex County Cup Third Round |
| 11 | Tue 8 Jan 2019 | 171-1 v AFC HornchurchAFC Hornchurch 1-1 Brentwood Town | Essex County Cup Quarter Final |
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