| 1 | Tue 30 Oct 2018 | 81-2 v CheshuntCheshunt 2-1 Brentwood Town | Velocity Trophy Second Round |
| 2 | Sat 3 Nov 2018 | 81-2 v Dereham TownBrentwood Town 1-2 Dereham Town | Bostik League North Division |
| 3 | Tue 6 Nov 2018 | 72-0 v Maldon & TiptreeBrentwood Town 2-0 Maldon & Tiptree | Essex County Cup Third Round |
| 4 | Sat 10 Nov 2018 | 72-2 v Poole TownBrentwood Town 2-2 Poole Town | Buildbase FA Trophy Second Qualifying Round |
| 5 | Sat 17 Nov 2018 | 153-0 v Bowers & PitseaBrentwood Town 3-0 Bowers & Pitsea | Bostik League North Division |
| 6 | Tue 20 Nov 2018 | 23-5 v AFC SudburyAFC Sudbury 5-3 Brentwood Town | Bostik League North Division |
| 7 | Sat 24 Nov 2018 | 73-5 v AveleyAveley 5-3 Brentwood Town | Bostik League North Division |
| 8 | Tue 27 Nov 2018 | 72-1 v Heybridge SwiftsBrentwood Town 2-1 Heybridge Swifts | Essex County Cup Fourth Round |
| 9 | Sat 1 Dec 2018 | 7 3-1 v Felixstowe & Walton UnitedBrentwood Town 3-1 Felixstowe & Walton United | Bostik League North Division |
| 10 | Wed 5 Dec 2018 | 74-1 v RomfordRomford 1-4 Brentwood Town | Bostik League North Division |
| 11 | Sat 8 Dec 2018 | 71-1 v Bury TownBrentwood Town 1-1 Bury Town | Bostik League North Division |
| 12 | Sat 15 Dec 2018 | 76-0 v Mildenhall TownMildenhall Town 0-6 Brentwood Town | Bostik League North Division |
| 13 | Sat 29 Dec 2018 | 42-2 v TilburyBrentwood Town 2-2 Tilbury | Bostik League North Division |
| 14 | Sat 5 Jan 2019 | 71-2 v Witham TownWitham Town 2-1 Brentwood Town | Bostik League North Division |
| 15 | Tue 8 Jan 2019 | 2 1-1 v AFC HornchurchAFC Hornchurch 1-1 Brentwood Town | Essex County Cup Quarter Final |
| 16 | Sat 12 Jan 2019 | 73-2 v Great Wakering RoversBrentwood Town 3-2 Great Wakering Rovers | Bostik League North Division |
| 17 | Sat 19 Jan 2019 | 6 1-2 v Basildon UnitedBasildon United 2-1 Brentwood Town | Bostik League North Division |
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