| 1 | Sat 30 Sep | 32-1 v WalthamstowWalthamstow 1-2 Brentwood Town | Isthmian League - North Division |
| 2 | Sat 7 Oct | 31-1 v GorlestonBrentwood Town 1-1 Gorleston | Isthmian League - North Division |
| 3 | Tue 10 Oct | 3 1-1 v RedbridgeBrentwood Town 1-1 Redbridge | Isthmian League - North Division |
| 4 | Sat 14 Oct | 3 3-1 v Stowmarket TownStowmarket Town 1-3 Brentwood Town | Isthmian League - North Division |
| 5 | Sat 21 Oct | 30-1 v Heybridge SwiftsBrentwood Town 0-1 Heybridge Swifts | Isthmian League - North Division |
| 6 | Sat 28 Oct | 32-0 v Bowers & PitseaBowers & Pitsea 0-2 Brentwood Town | Isthmian League - North Division |
| 7 | Sat 11 Nov | 32-0 v EnfieldEnfield 0-2 Brentwood Town | Isthmian League - North Division |
| 8 | Sat 18 Nov | 33-0 v Grays AthleticGrays Athletic 0-3 Brentwood Town | Isthmian League - North Division |
| 9 | Tue 21 Nov | 33-2 v TilburyBrentwood Town 3-2 Tilbury | Essex County Cup Third Round |
| 10 | Sat 25 Nov | 32-0 v WroxhamBrentwood Town 2-0 Wroxham | Isthmian League - North Division |
| 11 | Tue 28 Nov | 3 1-1 v New SalamisBrentwood Town 1-1 New Salamis | Isthmian League - North Division |
| 12 | Sat 2 Dec | 30-2 v Brightlingsea RegentBrightlingsea Regent 2-0 Brentwood Town | Isthmian League - North Division |
| 13 | Sat 30 Dec | 3 6-1 v Ipswich WanderersIpswich Wanderers 1-6 Brentwood Town | Isthmian League - North Division |
| 14 | Tue 9 Jan | 30-1 v Little OakleyLittle Oakley 1-0 Brentwood Town | Essex County Cup Fourth Round |
| 15 | Sat 17 Feb | 174-0 v Grays AthleticGrays Athletic 0-4 Walthamstow | Isthmian League - North Division |
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