| 1 | Sat 5 Aug 2023 | 60-5 v Billericay TownBrentwood Town 0-5 Billericay Town | Friendly |
| 2 | Sat 12 Aug 2023 | 61-2 v Bury TownBury Town 2-1 Brentwood Town | Isthmian League - North Division |
| 3 | Sat 19 Aug 2023 | 32-1 v Kings LangleyBrentwood Town 2-1 Kings Langley | Emirates FA Cup Preliminary Round |
| 4 | Sat 26 Aug 2023 | 32-3 v Basildon UnitedBrentwood Town 2-3 Basildon United | Isthmian League - North Division |
| 5 | Sat 9 Sep 2023 | 120-2 v Felixstowe & Walton UnitedFelixstowe & Walton United 2-0 Brentwood Town | Isuzu FA Trophy First Qualifying Round |
| 6 | Sat 16 Sep 2023 | 31-0 v Ipswich WanderersBrentwood Town 1-0 Ipswich Wanderers | Isthmian League - North Division |
| 7 | Tue 10 Oct 2023 | 61-1 v RedbridgeBrentwood Town 1-1 Redbridge | Isthmian League - North Division |
| 8 | Sat 14 Oct 2023 | 143-1 v Stowmarket TownStowmarket Town 1-3 Brentwood Town | Isthmian League - North Division |
| 9 | Sat 21 Oct 2023 | 60-1 v Heybridge SwiftsBrentwood Town 0-1 Heybridge Swifts | Isthmian League - North Division |
| 10 | Tue 21 Nov 2023 | 53-2 v TilburyBrentwood Town 3-2 Tilbury | Essex County Cup Third Round |
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