| 1 | Sat 3 Aug | 30-1 v Hashtag UnitedHashtag United 1-0 Brentwood Town | Essex Thameside Quarter Final |
| 2 | Sat 10 Aug | 2 4-2 v RedbridgeRedbridge 2-4 Brentwood Town | Isthmian League - North Division |
| 3 | Sat 17 Aug | 21-0 v WareWare 0-1 Brentwood Town | Emirates FA Cup Preliminary Round |
| 4 | Sat 24 Aug | 23-2 v WalthamstowBrentwood Town 3-2 Walthamstow | Isthmian League - North Division |
| 5 | Mon 26 Aug | 21-5 v Concord RangersConcord Rangers 5-1 Brentwood Town | Isthmian League - North Division |
| 6 | Sat 31 Aug | 2 5-0 v EnfieldEnfield 0-5 Brentwood Town | Emirates FA Cup First Qualifying Round |
| 7 | Sat 7 Sep | 23-2 v Witham TownBrentwood Town 3-2 Witham Town | Isuzu FA Trophy First Qualifying Round |
| 8 | Sat 14 Sep | 22-2 v LeistonBrentwood Town 2-2 Leiston | Emirates FA Cup Second Qualifying Round |
| 9 | Sat 21 Sep | 22-1 v Brightlingsea RegentBrightlingsea Regent 1-2 Brentwood Town | Isuzu FA Trophy Second Qualifying Round |
| 10 | Tue 24 Sep | 22-0 v WroxhamBrentwood Town 2-0 Wroxham | Isthmian League - North Division |
| 11 | Sat 5 Oct | 2 1-1 v Cray WanderersBrentwood Town 1-1 Cray Wanderers | Isuzu FA Trophy Third Qualifying Round |
| 12 | Sat 12 Oct | 2 0-0 v Waltham AbbeyBrentwood Town 0-0 Waltham Abbey | Isthmian League - North Division |
| 13 | Tue 15 Oct | 23-1 v Cambridge CityBrentwood Town 3-1 Cambridge City | Isthmian League - North Division |
| 14 | Sat 19 Oct | 25-0 v Haringey BoroughHaringey Borough 0-5 Brentwood Town | Isthmian League - North Division |
| 15 | Sat 26 Oct | 24-3 v Cray Valley PMBrentwood Town 4-3 Cray Valley PM | Isuzu FA Trophy First Round |
| 16 | Sat 2 Nov | 21-2 v Felixstowe & Walton UnitedFelixstowe & Walton United 2-1 Brentwood Town | Isthmian League - North Division |
| 17 | Tue 5 Nov | 22-2 v Witham TownWitham Town 2-2 Brentwood Town | Essex County Cup Third Round |
| 18 | Sat 9 Nov | 28-0 v Ipswich WanderersBrentwood Town 8-0 Ipswich Wanderers | Isthmian League - North Division |
| 19 | Wed 13 Nov | 20-2 v Sporting Bengal UnitedSporting Bengal United 2-0 Brentwood Town | Isthmian League - North Division |
| 20 | Sat 16 Nov | 2 1-0 v HerefordHereford 0-1 Brentwood Town | Isuzu FA Trophy Second Round |
| 21 | Sat 23 Nov | 24-0 v GorlestonBrentwood Town 4-0 Gorleston | Isthmian League - North Division |
| 22 | Tue 26 Nov | 21-5 v Grays AthleticBrentwood Town 1-5 Grays Athletic | Isthmian League - North Division |
| 23 | Sat 30 Nov | 21-0 v Brightlingsea RegentBrightlingsea Regent 0-1 Brentwood Town | Isthmian League - North Division |
| 24 | Tue 3 Dec | 2 3-1 v Heybridge SwiftsHeybridge Swifts 1-3 Brentwood Town | Isthmian League - North Division |
| 25 | Sat 7 Dec | 23-5 v Southend UnitedBrentwood Town 3-5 Southend United | Isuzu FA Trophy Third Round |
| 26 | Tue 10 Dec | 21-0 v Cambridge CityCambridge City 0-1 Brentwood Town | Isthmian League - North Division |
| 27 | Sat 14 Dec | 22-1 v Newmarket TownNewmarket Town 1-2 Brentwood Town | Isthmian League - North Division |
| 28 | Tue 17 Dec | 22-0 v Ipswich WanderersIpswich Wanderers 0-2 Brentwood Town | Isthmian League - North Division |
| 29 | Fri 20 Dec | 2 1-1 v Maldon & TiptreeBrentwood Town 1-1 Maldon & Tiptree | Isthmian League - North Division |
| 30 | Thu 26 Dec | 21-0 v Basildon UnitedBasildon United 0-1 Brentwood Town | Isthmian League - North Division |
| 31 | Sat 28 Dec | 25-2 v RedbridgeBrentwood Town 5-2 Redbridge | Isthmian League - North Division |
| 32 | Wed 1 Jan | 22-2 v Concord RangersBrentwood Town 2-2 Concord Rangers | Isthmian League - North Division |
| 33 | Sat 11 Jan | 2 3-0 v Witham TownBrentwood Town 3-0 Witham Town | Isthmian League - North Division |
| 34 | Tue 14 Jan | 24-1 v Bury TownBrentwood Town 4-1 Bury Town | Isthmian League - North Division |
| 35 | Sat 18 Jan | 21-0 v Mildenhall TownMildenhall Town 0-1 Brentwood Town | Isthmian League - North Division |
| 36 | Sat 25 Jan | 23-0 v Bury TownBury Town 0-3 Brentwood Town | Isthmian League - North Division |
| 37 | Sat 1 Feb | 21-2 v Brightlingsea RegentBrentwood Town 1-2 Brightlingsea Regent | Isthmian League - North Division |
| 38 | Tue 4 Feb | 21-0 v TilburyTilbury 0-1 Brentwood Town | Isthmian League - North Division |
| 39 | Sat 8 Feb | 24-1 v Sporting Bengal UnitedBrentwood Town 4-1 Sporting Bengal United | Isthmian League - North Division |
| 40 | Sat 22 Feb | 2 1-0 v Haringey BoroughBrentwood Town 1-0 Haringey Borough | Isthmian League - North Division |
| 41 | Sat 1 Mar | 22-0 v Grays AthleticGrays Athletic 0-2 Brentwood Town | Isthmian League - North Division |
| 42 | Sat 8 Mar | 2 3-2 v Felixstowe & Walton UnitedBrentwood Town 3-2 Felixstowe & Walton United | Isthmian League - North Division |
| 43 | Sat 15 Mar | 25-0 v Newmarket TownBrentwood Town 5-0 Newmarket Town | Isthmian League - North Division |
| 44 | Sat 22 Mar | 20-2 v Maldon & TiptreeMaldon & Tiptree 2-0 Brentwood Town | Isthmian League - North Division |
| 45 | Sat 29 Mar | 26-1 v Mildenhall TownBrentwood Town 6-1 Mildenhall Town | Isthmian League - North Division |
| 46 | Sat 5 Apr | 22-1 v Witham TownWitham Town 1-2 Brentwood Town | Isthmian League - North Division |
| 47 | Fri 11 Apr | 22-1 v TilburyBrentwood Town 2-1 Tilbury | Isthmian League - North Division |
| 48 | Fri 18 Apr | 22-2 v WroxhamWroxham 2-2 Brentwood Town | Isthmian League - North Division |
| 49 | Mon 21 Apr | 24-0 v Basildon UnitedBrentwood Town 4-0 Basildon United | Isthmian League - North Division |
| 50 | Sat 26 Apr | 20-2 v WalthamstowWalthamstow 2-0 Brentwood Town | Isthmian League - North Division |
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