| 1 | Sat 12 Oct | 112-0 v Concord RangersConcord Rangers 0-2 Brightlingsea Regent | Isthmian League - North Division |
| 2 | Sat 19 Oct | 112-2 v RedbridgeBrightlingsea Regent 2-2 Redbridge | Isthmian League - North Division |
| 3 | Tue 22 Oct | 112-2 v Bowers & PitseaBowers & Pitsea 2-2 Brightlingsea Regent | Velocity Cup Third Round |
| 4 | Sat 26 Oct | 111-2 v TilburyTilbury 2-1 Brightlingsea Regent | Isthmian League - North Division |
| 5 | Wed 30 Oct | 110-2 v Sporting Bengal UnitedSporting Bengal United 2-0 Brightlingsea Regent | Isthmian League - North Division |
| 6 | Sat 9 Nov | 8 0-0 v Mildenhall TownMildenhall Town 0-0 Brightlingsea Regent | Isthmian League - North Division |
| 7 | Sat 16 Nov | 82-1 v Sporting Bengal UnitedBrightlingsea Regent 2-1 Sporting Bengal United | Isthmian League - North Division |
| 8 | Tue 19 Nov | 142-1 v AveleyBrightlingsea Regent 2-1 Aveley | Essex County Cup Fourth Round |
| 9 | Sat 23 Nov | 14 3-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-3 Brightlingsea Regent | Isthmian League - North Division |
| 10 | Tue 26 Nov | 7 1-1 v Maldon & TiptreeBrightlingsea Regent 1-1 Maldon & Tiptree | Isthmian League - North Division |
| 11 | Sat 30 Nov | 80-1 v Brentwood TownBrightlingsea Regent 0-1 Brentwood Town | Isthmian League - North Division |
| 12 | Tue 3 Dec | 141-1 v Hashtag UnitedBrightlingsea Regent 1-1 Hashtag United | Velocity Cup Fourth Round |
| 13 | Sat 14 Dec | 9 1-0 v WroxhamBrightlingsea Regent 1-0 Wroxham | Isthmian League - North Division |
| 14 | Sat 21 Dec | 92-1 v Bury TownBury Town 1-2 Brightlingsea Regent | Isthmian League - North Division |
| 15 | Thu 26 Dec | 92-0 v GorlestonBrightlingsea Regent 2-0 Gorleston | Isthmian League - North Division |
| 16 | Sat 28 Dec | 93-1 v Witham TownWitham Town 1-3 Brightlingsea Regent | Isthmian League - North Division |
| 17 | Sat 25 Jan | 14 2-0 v Basildon UnitedBrightlingsea Regent 2-0 Basildon United | Isthmian League - North Division |
| 18 | Sat 1 Feb | 102-1 v Brentwood TownBrentwood Town 1-2 Brightlingsea Regent | Isthmian League - North Division |
| 19 | Tue 4 Feb | 10 4-0 v Cambridge CityBrightlingsea Regent 4-0 Cambridge City | Isthmian League - North Division |
| 20 | Sat 8 Feb | 102-0 v Newmarket TownNewmarket Town 0-2 Brightlingsea Regent | Isthmian League - North Division |
| 21 | Sat 15 Feb | 10 2-2 v Concord RangersBrightlingsea Regent 2-2 Concord Rangers | Isthmian League - North Division |
| 22 | Sat 5 Apr | 141-2 v Grays AthleticBrightlingsea Regent 1-2 Grays Athletic | Isthmian League - North Division |
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