| 1 | Mon 25 Aug | 25-1 v Cray WanderersCray Wanderers 1-5 Brentwood Town | Isthmian League - Premier Division |
| 2 | Sat 30 Aug | 22-1 v Leighton TownBrentwood Town 2-1 Leighton Town | Emirates FA Cup First Qualifying Round |
| 3 | Sat 6 Sep | 23-2 v Carshalton AthleticBrentwood Town 3-2 Carshalton Athletic | Isthmian League - Premier Division |
| 4 | Sat 4 Oct | 22-1 v WestfieldWestfield 1-2 Brentwood Town | Isuzu FA Trophy Third Qualifying Round |
| 5 | Sat 11 Oct | 21-1 v DartfordBrentwood Town 1-1 Dartford | Isthmian League - Premier Division |
| 6 | Tue 14 Oct | 22-3 v Canvey IslandCanvey Island 3-2 Brentwood Town | Isthmian League - Premier Division |
| 7 | Sat 18 Oct | 22-1 v RamsgateBrentwood Town 2-1 Ramsgate | Isthmian League - Premier Division |
| 8 | Sat 25 Oct | 23-0 v Welling UnitedBrentwood Town 3-0 Welling United | Isuzu FA Trophy First Round |
| 9 | Tue 28 Oct | 23-1 v Cray Valley PMCray Valley PM 1-3 Brentwood Town | Isthmian League - Premier Division |
| 10 | Sat 1 Nov | 20-5 v Wingate & FinchleyBrentwood Town 0-5 Wingate & Finchley | Isthmian League - Premier Division |
| 11 | Tue 4 Nov | 21-2 v WhitehawkWhitehawk 2-1 Brentwood Town | Isthmian League - Premier Division |
| 12 | Sat 8 Nov | 22-4 v LewesLewes 4-2 Brentwood Town | Isthmian League - Premier Division |
| 13 | Tue 11 Nov | 23-2 v St Albans CitySt Albans City 2-3 Brentwood Town | Isthmian League - Premier Division |
| 14 | Sat 15 Nov | 20-0 v HornchurchBrentwood Town 0-0 Hornchurch | Isuzu FA Trophy Second Round |
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