| 1 | Sat 26 Aug 2023 | 122-3 v Basildon UnitedBrentwood Town 2-3 Basildon United | Isthmian League - North Division |
| 2 | Sat 2 Sep 2023 | 20-1 v Hashtag UnitedHashtag United 1-0 Brentwood Town | Emirates FA Cup First Qualifying Round |
| 3 | Sat 9 Sep 2023 | 20-2 v Felixstowe & Walton UnitedFelixstowe & Walton United 2-0 Brentwood Town | Isuzu FA Trophy First Qualifying Round |
| 4 | Sat 16 Sep 2023 | 21-0 v Ipswich WanderersBrentwood Town 1-0 Ipswich Wanderers | Isthmian League - North Division |
| 5 | Sat 30 Sep 2023 | 122-1 v WalthamstowWalthamstow 1-2 Brentwood Town | Isthmian League - North Division |
| 6 | Sat 7 Oct 2023 | 21-1 v GorlestonBrentwood Town 1-1 Gorleston | Isthmian League - North Division |
| 7 | Tue 10 Oct 2023 | 21-1 v RedbridgeBrentwood Town 1-1 Redbridge | Isthmian League - North Division |
| 8 | Sat 14 Oct 2023 | 23-1 v Stowmarket TownStowmarket Town 1-3 Brentwood Town | Isthmian League - North Division |
| 9 | Sat 21 Oct 2023 | 120-1 v Heybridge SwiftsBrentwood Town 0-1 Heybridge Swifts | Isthmian League - North Division |
| 10 | Sat 28 Oct 2023 | 22-0 v Bowers & PitseaBowers & Pitsea 0-2 Brentwood Town | Isthmian League - North Division |
| 11 | Tue 9 Jan 2024 | 20-1 v Little OakleyLittle Oakley 1-0 Brentwood Town | Essex County Cup Fourth Round |
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