| 1 | Sat 3 Aug | 20-1 v Hashtag UnitedHashtag United 1-0 Brentwood Town | Essex Thameside Quarter Final |
| 2 | Sat 10 Aug | 74-2 v RedbridgeRedbridge 2-4 Brentwood Town | Isthmian League - North Division |
| 3 | Sat 17 Aug | 71-0 v WareWare 0-1 Brentwood Town | Emirates FA Cup Preliminary Round |
| 4 | Sat 24 Aug | 73-2 v WalthamstowBrentwood Town 3-2 Walthamstow | Isthmian League - North Division |
| 5 | Mon 26 Aug | 121-5 v Concord RangersConcord Rangers 5-1 Brentwood Town | Isthmian League - North Division |
| 6 | Sat 31 Aug | 75-0 v EnfieldEnfield 0-5 Brentwood Town | Emirates FA Cup First Qualifying Round |
| 7 | Sat 7 Sep | 73-2 v Witham TownBrentwood Town 3-2 Witham Town | Isuzu FA Trophy First Qualifying Round |
| 8 | Tue 10 Sep | 21-2 v Heybridge SwiftsBrentwood Town 1-2 Heybridge Swifts | Isthmian League - North Division |
| 9 | Sat 14 Sep | 72-2 v LeistonBrentwood Town 2-2 Leiston | Emirates FA Cup Second Qualifying Round |
| 10 | Tue 17 Sep | 71-3 v LeistonLeiston 3-1 Brentwood Town | Emirates FA Cup Second Qualifying Round Replay |
| 11 | Sat 21 Sep | 72-1 v Brightlingsea RegentBrightlingsea Regent 1-2 Brentwood Town | Isuzu FA Trophy Second Qualifying Round |
| 12 | Tue 24 Sep | 7 2-0 v WroxhamBrentwood Town 2-0 Wroxham | Isthmian League - North Division |
| 13 | Sat 12 Oct | 70-0 v Waltham AbbeyBrentwood Town 0-0 Waltham Abbey | Isthmian League - North Division |
| 14 | Sat 19 Oct | 75-0 v Haringey BoroughHaringey Borough 0-5 Brentwood Town | Isthmian League - North Division |
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