| 1 | Fri 11 Aug | 71-0 v Bowers & PitseaBowers & Pitsea 0-1 Brightlingsea Regent | Isthmian League - North Division |
| 2 | Sat 19 Aug | 75-0 v StanstedBrightlingsea Regent 5-0 Stansted | Emirates FA Cup Preliminary Round |
| 3 | Sat 26 Aug | 73-1 v EnfieldBrightlingsea Regent 3-1 Enfield | Isthmian League - North Division |
| 4 | Mon 28 Aug | 7 1-0 v Witham TownWitham Town 0-1 Brightlingsea Regent | Isthmian League - North Division |
| 5 | Sat 2 Sep | 72-0 v Sawbridgeworth TownBrightlingsea Regent 2-0 Sawbridgeworth Town | Emirates FA Cup First Qualifying Round |
| 6 | Sat 16 Sep | 71-3 v Billericay TownBrightlingsea Regent 1-3 Billericay Town | Emirates FA Cup Second Qualifying Round |
| 7 | Sat 23 Sep | 73-2 v AFC DunstableAFC Dunstable 2-3 Brightlingsea Regent | Isuzu FA Trophy Second Qualifying Round |
| 8 | Sat 30 Sep | 73-0 v Maldon & TiptreeBrightlingsea Regent 3-0 Maldon & Tiptree | Isthmian League - North Division |
| 9 | Sat 7 Oct | 70-2 v HorshamHorsham 2-0 Brightlingsea Regent | Isuzu FA Trophy Third Qualifying Round |
| 10 | Tue 21 Nov | 71-1 v Maldon & TiptreeBrightlingsea Regent 1-1 Maldon & Tiptree | Essex County Cup Third Round |
| 11 | Sat 25 Nov | 70-1 v Heybridge SwiftsHeybridge Swifts 1-0 Brightlingsea Regent | Isthmian League - North Division |
| 12 | Sat 2 Dec | 72-0 v Brentwood TownBrightlingsea Regent 2-0 Brentwood Town | Isthmian League - North Division |
| 13 | Tue 5 Dec | 71-0 v Enfield TownEnfield Town 0-1 Brightlingsea Regent | Velocity Cup Third Round |
| 14 | Sat 16 Dec | 74-1 v Bowers & PitseaBrightlingsea Regent 4-1 Bowers & Pitsea | Isthmian League - North Division |
| 15 | Mon 18 Dec | 72-7 v Hashtag UnitedHashtag United 7-2 Brightlingsea Regent | Velocity Cup Fourth Round |
| 16 | Sat 23 Dec | 71-0 v Stowmarket TownStowmarket Town 0-1 Brightlingsea Regent | Isthmian League - North Division |
| 17 | Sat 30 Dec | 71-2 v Basildon UnitedBasildon United 2-1 Brightlingsea Regent | Isthmian League - North Division |
| 18 | Mon 1 Jan | 71-3 v Witham TownBrightlingsea Regent 1-3 Witham Town | Isthmian League - North Division |
| 19 | Sat 6 Jan | 71-2 v Lowestoft TownLowestoft Town 2-1 Brightlingsea Regent | Isthmian League - North Division |
| 20 | Sat 13 Jan | 72-3 v WalthamstowBrightlingsea Regent 2-3 Walthamstow | Isthmian League - North Division |
| 21 | Sat 27 Jan | 70-2 v Maldon & TiptreeMaldon & Tiptree 2-0 Brightlingsea Regent | Isthmian League - North Division |
| 22 | Sat 3 Feb | 7 1-4 v Bury TownBrightlingsea Regent 1-4 Bury Town | Isthmian League - North Division |
| 23 | Tue 13 Feb | 70-2 v Felixstowe & Walton UnitedBrightlingsea Regent 0-2 Felixstowe & Walton United | Isthmian League - North Division |
| 24 | Sat 17 Feb | 7 1-1 v RedbridgeRedbridge 1-1 Brightlingsea Regent | Isthmian League - North Division |
| 25 | Sat 24 Feb | 72-3 v WroxhamBrightlingsea Regent 2-3 Wroxham | Isthmian League - North Division |
| 26 | Sat 2 Mar | 73-0 v New SalamisNew Salamis 0-3 Brentwood Town | Isthmian League - North Division |
| 27 | Sat 9 Mar | 71-0 v EnfieldBrentwood Town 1-0 Enfield | Isthmian League - North Division |
| 28 | Sat 16 Mar | 190-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Brentwood Town | Isthmian League - North Division |
| 29 | Tue 19 Mar | 199-0 v Stowmarket TownBrentwood Town 9-0 Stowmarket Town | Isthmian League - North Division |
| 30 | Fri 22 Mar | 193-2 v Maldon & TiptreeBrentwood Town 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 31 | Mon 1 Apr | 190-0 v Witham TownBrentwood Town 0-0 Witham Town | Isthmian League - North Division |
| 32 | Fri 5 Apr | 193-1 v Grays AthleticBrentwood Town 3-1 Grays Athletic | Isthmian League - North Division |
| 33 | Tue 9 Apr | 191-3 v Bowers & PitseaBrentwood Town 1-3 Bowers & Pitsea | Isthmian League - North Division |
| 34 | Sat 13 Apr | 191-0 v WroxhamWroxham 0-1 Brentwood Town | Isthmian League - North Division |
| 35 | Tue 16 Apr | 191-0 v Basildon UnitedBasildon United 0-1 Brentwood Town | Isthmian League - North Division |
| 36 | Sat 20 Apr | 190-2 v Brightlingsea RegentBrentwood Town 0-2 Brightlingsea Regent | Isthmian League - North Division |
| 37 | Sat 27 Apr | 192-1 v Lowestoft TownLowestoft Town 1-2 Brentwood Town | Isthmian League - North Division |
| 38 | Tue 30 Apr | 193-1 v Bury TownBury Town 1-3 Brentwood Town | Isthmian League - North Division Play-off Semi Final |
| 39 | Sat 4 May | 191-1 v Bowers & PitseaBowers & Pitsea 1-1 Brentwood Town | Isthmian League - North Division Play-off Final |
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