| 1 | Sat 2 Sep | 19 1-0 v Brentwood TownHashtag United 1-0 Brentwood Town | Emirates FA Cup First Qualifying Round |
| 2 | Sat 11 Nov | 72-0 v EnfieldEnfield 0-2 Brentwood Town | Isthmian League - North Division |
| 3 | Sat 18 Nov | 73-0 v Grays AthleticGrays Athletic 0-3 Brentwood Town | Isthmian League - North Division |
| 4 | Tue 21 Nov | 73-2 v TilburyBrentwood Town 3-2 Tilbury | Essex County Cup Third Round |
| 5 | Sat 25 Nov | 72-0 v WroxhamBrentwood Town 2-0 Wroxham | Isthmian League - North Division |
| 6 | Tue 28 Nov | 71-1 v New SalamisBrentwood Town 1-1 New Salamis | Isthmian League - North Division |
| 7 | Sat 2 Dec | 7 0-2 v Brightlingsea RegentBrightlingsea Regent 2-0 Brentwood Town | Isthmian League - North Division |
| 8 | Sat 16 Dec | 7 0-0 v Bury TownBrentwood Town 0-0 Bury Town | Isthmian League - North Division |
| 9 | Tue 26 Dec | 7 3-1 v Witham TownWitham Town 1-3 Brentwood Town | Isthmian League - North Division |
| 10 | Sat 6 Jan | 122-2 v Felixstowe & Walton UnitedBrentwood Town 2-2 Felixstowe & Walton United | Isthmian League - North Division |
| 11 | Tue 9 Jan | 7 0-1 v Little OakleyLittle Oakley 1-0 Brentwood Town | Essex County Cup Fourth Round |
| 12 | Sat 13 Jan | 123-1 v Maldon & TiptreeMaldon & Tiptree 1-3 Brentwood Town | Isthmian League - North Division |
| 13 | Sat 20 Jan | 12 3-1 v RedbridgeRedbridge 1-3 Brentwood Town | Isthmian League - North Division |
| 14 | Sat 3 Feb | 163-2 v GorlestonGorleston 2-3 Brentwood Town | Isthmian League - North Division |
| 15 | Tue 6 Feb | 7 0-1 v Lowestoft TownBrentwood Town 0-1 Lowestoft Town | Isthmian League - North Division |
| 16 | Sat 17 Feb | 22-1 v Heybridge SwiftsHeybridge Swifts 1-2 Brentwood Town | Isthmian League - North Division |
| 17 | Sat 16 Mar | 70-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Brentwood Town | Isthmian League - North Division |
| 18 | Tue 19 Mar | 149-0 v Stowmarket TownBrentwood Town 9-0 Stowmarket Town | Isthmian League - North Division |
| 19 | Fri 22 Mar | 73-2 v Maldon & TiptreeBrentwood Town 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 20 | Mon 1 Apr | 140-0 v Witham TownBrentwood Town 0-0 Witham Town | Isthmian League - North Division |
| 21 | Fri 5 Apr | 73-1 v Grays AthleticBrentwood Town 3-1 Grays Athletic | Isthmian League - North Division |
| 22 | Tue 9 Apr | 71-3 v Bowers & PitseaBrentwood Town 1-3 Bowers & Pitsea | Isthmian League - North Division |
| 23 | Sat 13 Apr | 151-0 v WroxhamWroxham 0-1 Brentwood Town | Isthmian League - North Division |
| 24 | Tue 16 Apr | 21-0 v Basildon UnitedBasildon United 0-1 Brentwood Town | Isthmian League - North Division |
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