| 1 | Sat 26 Oct | 11-2 v TilburyTilbury 2-1 Brightlingsea Regent | Isthmian League - North Division |
| 2 | Wed 30 Oct | 10-2 v Sporting Bengal UnitedSporting Bengal United 2-0 Brightlingsea Regent | Isthmian League - North Division |
| 3 | Sat 2 Nov | 11-1 v WalthamstowBrightlingsea Regent 1-1 Walthamstow | Isthmian League - North Division |
| 4 | Sat 9 Nov | 10-0 v Mildenhall TownMildenhall Town 0-0 Brightlingsea Regent | Isthmian League - North Division |
| 5 | Sat 16 Nov | 12-1 v Sporting Bengal UnitedBrightlingsea Regent 2-1 Sporting Bengal United | Isthmian League - North Division |
| 6 | Tue 19 Nov | 12-1 v AveleyBrightlingsea Regent 2-1 Aveley | Essex County Cup Fourth Round |
| 7 | Sat 23 Nov | 13-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-3 Brightlingsea Regent | Isthmian League - North Division |
| 8 | Tue 26 Nov | 11-1 v Maldon & TiptreeBrightlingsea Regent 1-1 Maldon & Tiptree | Isthmian League - North Division |
| 9 | Sat 30 Nov | 10-1 v Brentwood TownBrightlingsea Regent 0-1 Brentwood Town | Isthmian League - North Division |
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