| 1 | Sat 21 Sep | 4 1-2 v Brentwood TownBrightlingsea Regent 1-2 Brentwood Town | Isuzu FA Trophy Second Qualifying Round |
| 2 | Tue 24 Sep | 41-0 v Waltham AbbeyWaltham Abbey 0-1 Brightlingsea Regent | Isthmian League - North Division |
| 3 | Tue 1 Oct | 10 2-1 v Witham TownWitham Town 1-2 Brightlingsea Regent | Velocity Cup Second Round |
| 4 | Sat 5 Oct | 154-3 v Newmarket TownBrightlingsea Regent 4-3 Newmarket Town | Isthmian League - North Division |
| 5 | Tue 8 Oct | 111-2 v Maldon & TiptreeMaldon & Tiptree 2-1 Brightlingsea Regent | Isthmian League - North Division |
| 6 | Sat 12 Oct | 152-0 v Concord RangersConcord Rangers 0-2 Brightlingsea Regent | Isthmian League - North Division |
| 7 | Sat 19 Oct | 162-2 v RedbridgeBrightlingsea Regent 2-2 Redbridge | Isthmian League - North Division |
| 8 | Tue 22 Oct | 152-2 v Bowers & PitseaBowers & Pitsea 2-2 Brightlingsea Regent | Velocity Cup Third Round |
| 9 | Sat 26 Oct | 18 1-2 v TilburyTilbury 2-1 Brightlingsea Regent | Isthmian League - North Division |
| 10 | Wed 30 Oct | 180-2 v Sporting Bengal UnitedSporting Bengal United 2-0 Brightlingsea Regent | Isthmian League - North Division |
| 11 | Sat 2 Nov | 11 1-1 v WalthamstowBrightlingsea Regent 1-1 Walthamstow | Isthmian League - North Division |
| 12 | Sat 9 Nov | 180-0 v Mildenhall TownMildenhall Town 0-0 Brightlingsea Regent | Isthmian League - North Division |
| 13 | Sat 16 Nov | 42-1 v Sporting Bengal UnitedBrightlingsea Regent 2-1 Sporting Bengal United | Isthmian League - North Division |
| 14 | Tue 19 Nov | 62-1 v AveleyBrightlingsea Regent 2-1 Aveley | Essex County Cup Fourth Round |
| 15 | Sat 23 Nov | 183-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-3 Brightlingsea Regent | Isthmian League - North Division |
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