| 1 | Sat 5 Oct 2019 | 123-1 v AFC SudburyBrentwood Town 3-1 AFC Sudbury | BetVictor Isthmian North Division |
| 2 | Sat 12 Oct 2019 | 52-3 v Basildon UnitedBrentwood Town 2-3 Basildon United | Buildbase FA Trophy Preliminary Round |
| 3 | Sat 19 Oct 2019 | 63-2 v Cambridge CityCambridge City 2-3 Brentwood Town | BetVictor Isthmian North Division |
| 4 | Sat 26 Oct 2019 | 62-2 v Great Wakering RoversBrentwood Town 2-2 Great Wakering Rovers | BetVictor Isthmian North Division |
| 5 | Sat 2 Nov 2019 | 6 3-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-3 Brentwood Town | BetVictor Isthmian North Division |
| 6 | Tue 5 Nov 2019 | 62-4 v HornchurchBrentwood Town 2-4 Hornchurch | Essex County Cup Third Round |
| 7 | Tue 12 Nov 2019 | 42-3 v Canvey IslandCanvey Island 3-2 Brentwood Town | BetVictor Isthmian North Division |
| 8 | Sat 16 Nov 2019 | 62-5 v Dereham TownDereham Town 5-2 Brentwood Town | BetVictor Isthmian North Division |
| 9 | Sat 30 Nov 2019 | 32-3 v Basildon UnitedBasildon United 3-2 Brentwood Town | BetVictor Isthmian North Division |
| 10 | Tue 10 Dec 2019 | 153-4 v Hullbridge SportsBrentwood Town 3-4 Hullbridge Sports | BetVictor Isthmian North Division |
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