| 1 | Sat 12 Aug | 151-2 v Bury TownBury Town 2-1 Brentwood Town | Isthmian League - North Division |
| 2 | Sat 2 Sep | 8 0-1 v Hashtag UnitedHashtag United 1-0 Brentwood Town | Emirates FA Cup First Qualifying Round |
| 3 | Sat 16 Sep | 121-0 v Ipswich WanderersBrentwood Town 1-0 Ipswich Wanderers | Isthmian League - North Division |
| 4 | Sat 30 Sep | 8 2-1 v WalthamstowWalthamstow 1-2 Brentwood Town | Isthmian League - North Division |
| 5 | Sat 7 Oct | 81-1 v GorlestonBrentwood Town 1-1 Gorleston | Isthmian League - North Division |
| 6 | Tue 10 Oct | 81-1 v RedbridgeBrentwood Town 1-1 Redbridge | Isthmian League - North Division |
| 7 | Sat 14 Oct | 8 3-1 v Stowmarket TownStowmarket Town 1-3 Brentwood Town | Isthmian League - North Division |
| 8 | Sat 21 Oct | 80-1 v Heybridge SwiftsBrentwood Town 0-1 Heybridge Swifts | Isthmian League - North Division |
| 9 | Sat 28 Oct | 82-0 v Bowers & PitseaBowers & Pitsea 0-2 Brentwood Town | Isthmian League - North Division |
| 10 | Sat 11 Nov | 42-0 v EnfieldEnfield 0-2 Brentwood Town | Isthmian League - North Division |
| 11 | Sat 18 Nov | 4 3-0 v Grays AthleticGrays Athletic 0-3 Brentwood Town | Isthmian League - North Division |
| 12 | Tue 21 Nov | 153-2 v TilburyBrentwood Town 3-2 Tilbury | Essex County Cup Third Round |
| 13 | Tue 28 Nov | 41-1 v New SalamisBrentwood Town 1-1 New Salamis | Isthmian League - North Division |
| 14 | Sat 16 Dec | 80-0 v Bury TownBrentwood Town 0-0 Bury Town | Isthmian League - North Division |
| 15 | Tue 26 Dec | 83-1 v Witham TownWitham Town 1-3 Brentwood Town | Isthmian League - North Division |
| 16 | Tue 9 Jan | 4 0-1 v Little OakleyLittle Oakley 1-0 Brentwood Town | Essex County Cup Fourth Round |
| 17 | Sat 13 Jan | 143-1 v Maldon & TiptreeMaldon & Tiptree 1-3 Brentwood Town | Isthmian League - North Division |
| 18 | Sat 20 Jan | 143-1 v RedbridgeRedbridge 1-3 Brentwood Town | Isthmian League - North Division |
| 19 | Sat 27 Jan | 142-0 v WalthamstowBrentwood Town 2-0 Walthamstow | Isthmian League - North Division |
| 20 | Sat 3 Feb | 43-2 v GorlestonGorleston 2-3 Brentwood Town | Isthmian League - North Division |
| 21 | Tue 6 Feb | 40-1 v Lowestoft TownBrentwood Town 0-1 Lowestoft Town | Isthmian League - North Division |
| 22 | Sat 2 Mar | 43-0 v New SalamisNew Salamis 0-3 Brentwood Town | Isthmian League - North Division |
| 23 | Sat 9 Mar | 4 1-0 v EnfieldBrentwood Town 1-0 Enfield | Isthmian League - North Division |
| 24 | Sat 16 Mar | 4 0-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Brentwood Town | Isthmian League - North Division |
| 25 | Tue 19 Mar | 49-0 v Stowmarket TownBrentwood Town 9-0 Stowmarket Town | Isthmian League - North Division |
| 26 | Fri 5 Apr | 83-1 v Grays AthleticBrentwood Town 3-1 Grays Athletic | Isthmian League - North Division |
| 27 | Tue 9 Apr | 81-3 v Bowers & PitseaBrentwood Town 1-3 Bowers & Pitsea | Isthmian League - North Division |
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