| 1 | Sat 8 Aug | 2 1-3 v HistonHiston 3-1 Brightlingsea Regent | Emirates FA Cup Extra Preliminary Round |
| 2 | Sat 15 Aug | 120-0 v TilburyBrightlingsea Regent 0-0 Tilbury | Isthmian League - North Division |
| 3 | Tue 18 Aug | 121-1 v Canvey IslandCanvey Island 1-1 Brightlingsea Regent | Isthmian League - North Division |
| 4 | Tue 25 Aug | 121-3 v Little OakleyLittle Oakley 3-1 Brightlingsea Regent | Isthmian League - North Division |
| 5 | Sat 29 Aug | 3 1-1 v WareWare 1-1 Brightlingsea Regent | FA Trophy First Qualifying Round |
| 6 | Mon 31 Aug | 121-5 v Felixstowe & Walton UnitedFelixstowe & Walton United 5-1 Brightlingsea Regent | Isthmian League - North Division |
| 7 | Sat 5 Sep | 6 1-2 v RedbridgeBrightlingsea Regent 1-2 Redbridge | Isthmian League - North Division |
| 8 | Sat 19 Sep | 60-2 v TakeleyTakeley 2-0 Brightlingsea Regent | Isthmian League - North Division |
| 9 | Tue 22 Sep | 61-2 v Newmarket TownNewmarket Town 2-1 Brightlingsea Regent | Isthmian League - North Division |
| 10 | Sat 26 Sep | 4 1-2 v Bowers & PitseaBrightlingsea Regent 1-2 Bowers & Pitsea | Isthmian League - North Division |
| 11 | Tue 29 Sep | 41-1 v AFC SudburyBrightlingsea Regent 1-1 AFC Sudbury | Isthmian League - North Division |
| 12 | Tue 6 Oct | 65-0 v Lowestoft TownBrightlingsea Regent 5-0 Lowestoft Town | Isthmian League - North Division |
| 13 | Sat 10 Oct | 60-4 v WalthamstowWalthamstow 4-0 Brightlingsea Regent | Isthmian League - North Division |
| 14 | Mon 12 Oct | 62-5 v RedbridgeRedbridge 5-2 Brightlingsea Regent | Essex Senior Cup Third Round |
| 15 | Sat 17 Oct | 82-0 v Buckhurst HillBrightlingsea Regent 2-0 Buckhurst Hill | Isthmian League - North Division |
| 16 | Tue 20 Oct | 81-1 v Canvey IslandBrightlingsea Regent 1-1 Canvey Island | Isthmian League - North Division |
| 17 | Sat 24 Oct | 8 1-1 v TilburyTilbury 1-1 Brightlingsea Regent | Isthmian League - North Division |
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