| 1 | Sat 23 Sep 2023 | 163-2 v AFC DunstableAFC Dunstable 2-3 Brightlingsea Regent | Isuzu FA Trophy Second Qualifying Round |
| 2 | Sat 30 Sep 2023 | 16 3-0 v Maldon & TiptreeBrightlingsea Regent 3-0 Maldon & Tiptree | Isthmian League - North Division |
| 3 | Sat 7 Oct 2023 | 40-2 v HorshamHorsham 2-0 Brightlingsea Regent | Isuzu FA Trophy Third Qualifying Round |
| 4 | Tue 10 Oct 2023 | 143-5 v Felixstowe & Walton UnitedFelixstowe & Walton United 5-3 Brightlingsea Regent | Isthmian League - North Division |
| 5 | Tue 17 Oct 2023 | 81-2 v Basildon UnitedBrightlingsea Regent 1-2 Basildon United | Isthmian League - North Division |
| 6 | Sat 21 Oct 2023 | 83-3 v RedbridgeBrightlingsea Regent 3-3 Redbridge | Isthmian League - North Division |
| 7 | Tue 24 Oct 2023 | 142-1 v Bury TownBury Town 1-2 Brightlingsea Regent | Isthmian League - North Division |
| 8 | Sat 4 Nov 2023 | 72-1 v Grays AthleticBrightlingsea Regent 2-1 Grays Athletic | Isthmian League - North Division |
| 9 | Sat 11 Nov 2023 | 72-4 v New SalamisNew Salamis 4-2 Brightlingsea Regent | Isthmian League - North Division |
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