| 1 | Sat 26 Oct 2019 | 92-2 v Great Wakering RoversBrentwood Town 2-2 Great Wakering Rovers | BetVictor Isthmian North Division |
| 2 | Sat 2 Nov 2019 | 9 3-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-3 Brentwood Town | BetVictor Isthmian North Division |
| 3 | Tue 5 Nov 2019 | 92-4 v HornchurchBrentwood Town 2-4 Hornchurch | Essex County Cup Third Round |
| 4 | Sat 16 Nov 2019 | 142-5 v Dereham TownDereham Town 5-2 Brentwood Town | BetVictor Isthmian North Division |
| 5 | Sat 7 Dec 2019 | 92-1 v Soham Town RangersBrentwood Town 2-1 Soham Town Rangers | BetVictor Isthmian North Division |
| 6 | Tue 10 Dec 2019 | 123-4 v Hullbridge SportsBrentwood Town 3-4 Hullbridge Sports | BetVictor Isthmian North Division |
| 7 | Sat 4 Jan 2020 | 91-0 v Coggeshall TownCoggeshall Town 0-1 Brentwood Town | BetVictor Isthmian North Division |
| 8 | Tue 7 Jan 2020 | 93-0 v Witham TownWitham Town 0-3 Brentwood Town | BetVictor Isthmian North Division |
| 9 | Sat 11 Jan 2020 | 91-1 v HistonBrentwood Town 1-1 Histon | BetVictor Isthmian North Division |
| 10 | Tue 21 Jan 2020 | 90-1 v Heybridge SwiftsBrentwood Town 0-1 Heybridge Swifts | BetVictor Isthmian North Division |
| 11 | Sat 25 Jan 2020 | 90-1 v AFC SudburyAFC Sudbury 1-0 Brentwood Town | BetVictor Isthmian North Division |
| 12 | Sat 8 Feb 2020 | 91-2 v Soham Town RangersSoham Town Rangers 2-1 Brentwood Town | BetVictor Isthmian North Division |
| 13 | Tue 11 Feb 2020 | 92-3 v RomfordRomford 3-2 Brentwood Town | BetVictor Isthmian North Division |
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