| 1 | Sat 5 Aug | 10-5 v Billericay TownBrentwood Town 0-5 Billericay Town | Friendly |
| 2 | Sat 12 Aug | 1 1-2 v Bury TownBury Town 2-1 Brentwood Town | Isthmian League - North Division |
| 3 | Sat 19 Aug | 12-1 v Kings LangleyBrentwood Town 2-1 Kings Langley | Emirates FA Cup Preliminary Round |
| 4 | Sat 26 Aug | 12-3 v Basildon UnitedBrentwood Town 2-3 Basildon United | Isthmian League - North Division |
| 5 | Sat 2 Sep | 10-1 v Hashtag UnitedHashtag United 1-0 Brentwood Town | Emirates FA Cup First Qualifying Round |
| 6 | Sat 9 Sep | 10-2 v Felixstowe & Walton UnitedFelixstowe & Walton United 2-0 Brentwood Town | Isuzu FA Trophy First Qualifying Round |
| 7 | Sat 16 Sep | 11-0 v Ipswich WanderersBrentwood Town 1-0 Ipswich Wanderers | Isthmian League - North Division |
| 8 | Sat 30 Sep | 1 2-1 v WalthamstowWalthamstow 1-2 Brentwood Town | Isthmian League - North Division |
| 9 | Sat 7 Oct | 11-1 v GorlestonBrentwood Town 1-1 Gorleston | Isthmian League - North Division |
| 10 | Tue 10 Oct | 11-1 v RedbridgeBrentwood Town 1-1 Redbridge | Isthmian League - North Division |
| 11 | Sat 14 Oct | 13-1 v Stowmarket TownStowmarket Town 1-3 Brentwood Town | Isthmian League - North Division |
| 12 | Sat 21 Oct | 10-1 v Heybridge SwiftsBrentwood Town 0-1 Heybridge Swifts | Isthmian League - North Division |
| 13 | Sat 28 Oct | 12-0 v Bowers & PitseaBowers & Pitsea 0-2 Brentwood Town | Isthmian League - North Division |
| 14 | Sat 11 Nov | 12-0 v EnfieldEnfield 0-2 Brentwood Town | Isthmian League - North Division |
| 15 | Sat 18 Nov | 13-0 v Grays AthleticGrays Athletic 0-3 Brentwood Town | Isthmian League - North Division |
| 16 | Tue 21 Nov | 13-2 v TilburyBrentwood Town 3-2 Tilbury | Essex County Cup Third Round |
| 17 | Sat 25 Nov | 12-0 v WroxhamBrentwood Town 2-0 Wroxham | Isthmian League - North Division |
| 18 | Tue 28 Nov | 11-1 v New SalamisBrentwood Town 1-1 New Salamis | Isthmian League - North Division |
| 19 | Sat 2 Dec | 10-2 v Brightlingsea RegentBrightlingsea Regent 2-0 Brentwood Town | Isthmian League - North Division |
| 20 | Sat 16 Dec | 10-0 v Bury TownBrentwood Town 0-0 Bury Town | Isthmian League - North Division |
| 21 | Tue 26 Dec | 13-1 v Witham TownWitham Town 1-3 Brentwood Town | Isthmian League - North Division |
| 22 | Sat 30 Dec | 16-1 v Ipswich WanderersIpswich Wanderers 1-6 Brentwood Town | Isthmian League - North Division |
| 23 | Sat 6 Jan | 12-2 v Felixstowe & Walton UnitedBrentwood Town 2-2 Felixstowe & Walton United | Isthmian League - North Division |
| 24 | Tue 9 Jan | 10-1 v Little OakleyLittle Oakley 1-0 Brentwood Town | Essex County Cup Fourth Round |
| 25 | Sat 13 Jan | 1 3-1 v Maldon & TiptreeMaldon & Tiptree 1-3 Brentwood Town | Isthmian League - North Division |
| 26 | Sat 20 Jan | 13-1 v RedbridgeRedbridge 1-3 Brentwood Town | Isthmian League - North Division |
| 27 | Sat 27 Jan | 1 2-0 v WalthamstowBrentwood Town 2-0 Walthamstow | Isthmian League - North Division |
| 28 | Sat 3 Feb | 13-2 v GorlestonGorleston 2-3 Brentwood Town | Isthmian League - North Division |
| 29 | Tue 6 Feb | 10-1 v Lowestoft TownBrentwood Town 0-1 Lowestoft Town | Isthmian League - North Division |
| 30 | Sat 17 Feb | 12-1 v Heybridge SwiftsHeybridge Swifts 1-2 Brentwood Town | Isthmian League - North Division |
| 31 | Sat 2 Mar | 13-0 v New SalamisNew Salamis 0-3 Brentwood Town | Isthmian League - North Division |
| 32 | Sat 9 Mar | 11-0 v EnfieldBrentwood Town 1-0 Enfield | Isthmian League - North Division |
| 33 | Sat 16 Mar | 10-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Brentwood Town | Isthmian League - North Division |
| 34 | Fri 22 Mar | 13-2 v Maldon & TiptreeBrentwood Town 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 35 | Mon 1 Apr | 10-0 v Witham TownBrentwood Town 0-0 Witham Town | Isthmian League - North Division |
| 36 | Fri 5 Apr | 1 3-1 v Grays AthleticBrentwood Town 3-1 Grays Athletic | Isthmian League - North Division |
| 37 | Tue 9 Apr | 11-3 v Bowers & PitseaBrentwood Town 1-3 Bowers & Pitsea | Isthmian League - North Division |
| 38 | Sat 13 Apr | 11-0 v WroxhamWroxham 0-1 Brentwood Town | Isthmian League - North Division |
| 39 | Tue 16 Apr | 11-0 v Basildon UnitedBasildon United 0-1 Brentwood Town | Isthmian League - North Division |
| 40 | Sat 20 Apr | 10-2 v Brightlingsea RegentBrentwood Town 0-2 Brightlingsea Regent | Isthmian League - North Division |
| 41 | Sat 27 Apr | 12-1 v Lowestoft TownLowestoft Town 1-2 Brentwood Town | Isthmian League - North Division |
| 42 | Tue 30 Apr | 1 3-1 v Bury TownBury Town 1-3 Brentwood Town | Isthmian League - North Division Play-off Semi Final |
| 43 | Sat 4 May | 1 1-1 v Bowers & PitseaBowers & Pitsea 1-1 Brentwood Town | Isthmian League - North Division Play-off Final |
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