| 1 | Sat 12 Aug 2023 | 161-2 v Bury TownBury Town 2-1 Brentwood Town | Isthmian League - North Division |
| 2 | Sat 19 Aug 2023 | 22-1 v Kings LangleyBrentwood Town 2-1 Kings Langley | Emirates FA Cup Preliminary Round |
| 3 | Sat 26 Aug 2023 | 2 2-3 v Basildon UnitedBrentwood Town 2-3 Basildon United | Isthmian League - North Division |
| 4 | Sat 9 Sep 2023 | 40-2 v Felixstowe & Walton UnitedFelixstowe & Walton United 2-0 Brentwood Town | Isuzu FA Trophy First Qualifying Round |
| 5 | Sat 16 Sep 2023 | 41-0 v Ipswich WanderersBrentwood Town 1-0 Ipswich Wanderers | Isthmian League - North Division |
| 6 | Sat 30 Sep 2023 | 22-1 v WalthamstowWalthamstow 1-2 Brentwood Town | Isthmian League - North Division |
| 7 | Sat 14 Oct 2023 | 153-1 v Stowmarket TownStowmarket Town 1-3 Brentwood Town | Isthmian League - North Division |
| 8 | Sat 21 Oct 2023 | 20-1 v Heybridge SwiftsBrentwood Town 0-1 Heybridge Swifts | Isthmian League - North Division |
| 9 | Sat 28 Oct 2023 | 42-0 v Bowers & PitseaBowers & Pitsea 0-2 Brentwood Town | Isthmian League - North Division |
| 10 | Sat 2 Dec 2023 | 150-2 v Brightlingsea RegentBrightlingsea Regent 2-0 Brentwood Town | Isthmian League - North Division |
| 11 | Sat 16 Dec 2023 | 40-0 v Bury TownBrentwood Town 0-0 Bury Town | Isthmian League - North Division |
| 12 | Tue 26 Dec 2023 | 43-1 v Witham TownWitham Town 1-3 Brentwood Town | Isthmian League - North Division |
| 13 | Sat 30 Dec 2023 | 46-1 v Ipswich WanderersIpswich Wanderers 1-6 Brentwood Town | Isthmian League - North Division |
| 14 | Sat 6 Jan 2024 | 42-2 v Felixstowe & Walton UnitedBrentwood Town 2-2 Felixstowe & Walton United | Isthmian League - North Division |
| 15 | Tue 9 Jan 2024 | 160-1 v Little OakleyLittle Oakley 1-0 Brentwood Town | Essex County Cup Fourth Round |
| 16 | Sat 13 Jan 2024 | 43-1 v Maldon & TiptreeMaldon & Tiptree 1-3 Brentwood Town | Isthmian League - North Division |
| 17 | Sat 20 Jan 2024 | 43-1 v RedbridgeRedbridge 1-3 Brentwood Town | Isthmian League - North Division |
| 18 | Sat 27 Jan 2024 | 42-0 v WalthamstowBrentwood Town 2-0 Walthamstow | Isthmian League - North Division |
| 19 | Sat 3 Feb 2024 | 63-2 v GorlestonGorleston 2-3 Brentwood Town | Isthmian League - North Division |
| 20 | Tue 6 Feb 2024 | 60-1 v Lowestoft TownBrentwood Town 0-1 Lowestoft Town | Isthmian League - North Division |
| 21 | Sat 17 Feb 2024 | 42-1 v Heybridge SwiftsHeybridge Swifts 1-2 Brentwood Town | Isthmian League - North Division |
| 22 | Tue 19 Mar 2024 | 89-0 v Stowmarket TownBrentwood Town 9-0 Stowmarket Town | Isthmian League - North Division |
| 23 | Fri 22 Mar 2024 | 4 3-2 v Maldon & TiptreeBrentwood Town 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 24 | Mon 1 Apr 2024 | 40-0 v Witham TownBrentwood Town 0-0 Witham Town | Isthmian League - North Division |
| 25 | Fri 5 Apr 2024 | 163-1 v Grays AthleticBrentwood Town 3-1 Grays Athletic | Isthmian League - North Division |
| 26 | Tue 9 Apr 2024 | 51-3 v Bowers & PitseaBrentwood Town 1-3 Bowers & Pitsea | Isthmian League - North Division |
| 27 | Sat 13 Apr 2024 | 41-0 v WroxhamWroxham 0-1 Brentwood Town | Isthmian League - North Division |
| 28 | Tue 16 Apr 2024 | 14 1-0 v Basildon UnitedBasildon United 0-1 Brentwood Town | Isthmian League - North Division |
| 29 | Sat 20 Apr 2024 | 40-2 v Brightlingsea RegentBrentwood Town 0-2 Brightlingsea Regent | Isthmian League - North Division |
| 30 | Sat 27 Apr 2024 | 42-1 v Lowestoft TownLowestoft Town 1-2 Brentwood Town | Isthmian League - North Division |
| 31 | Tue 30 Apr 2024 | 43-1 v Bury TownBury Town 1-3 Brentwood Town | Isthmian League - North Division Play-off Semi Final |
| 32 | Sat 4 May 2024 | 41-1 v Bowers & PitseaBowers & Pitsea 1-1 Brentwood Town | Isthmian League - North Division Play-off Final |
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