| 1 | Sat 5 Jul | 110-5 v Leyton OrientBrentwood Town 0-5 Leyton Orient | Friendly |
| 2 | Tue 8 Jul | 110-0 v Chelmsford CityBrentwood Town 0-0 Chelmsford City | Friendly |
| 3 | Tue 29 Jul | 116-1 v Brightlingsea RegentBrentwood Town 6-1 Brightlingsea Regent | Friendly |
| 4 | Fri 8 Aug | 111-1 v AveleyAveley 1-1 Brentwood Town | Isthmian League - Premier Division |
| 5 | Tue 12 Aug | 11 3-2 v St Albans CityBrentwood Town 3-2 St Albans City | Isthmian League - Premier Division |
| 6 | Sat 16 Aug | 114-3 v Potters Bar TownPotters Bar Town 3-4 Brentwood Town | Isthmian League - Premier Division |
| 7 | Sat 23 Aug | 112-1 v Burgess Hill TownBrentwood Town 2-1 Burgess Hill Town | Isthmian League - Premier Division |
| 8 | Mon 25 Aug | 115-1 v Cray WanderersCray Wanderers 1-5 Brentwood Town | Isthmian League - Premier Division |
| 9 | Sat 30 Aug | 112-1 v Leighton TownBrentwood Town 2-1 Leighton Town | Emirates FA Cup First Qualifying Round |
| 10 | Sat 6 Sep | 113-2 v Carshalton AthleticBrentwood Town 3-2 Carshalton Athletic | Isthmian League - Premier Division |
| 11 | Tue 14 Oct | 112-3 v Canvey IslandCanvey Island 3-2 Brentwood Town | Isthmian League - Premier Division |
| 12 | Sat 25 Oct | 113-0 v Welling UnitedBrentwood Town 3-0 Welling United | Isuzu FA Trophy First Round |
| 13 | Tue 28 Oct | 113-1 v Cray Valley PMCray Valley PM 1-3 Brentwood Town | Isthmian League - Premier Division |
| 14 | Sat 1 Nov | 110-5 v Wingate & FinchleyBrentwood Town 0-5 Wingate & Finchley | Isthmian League - Premier Division |
| 15 | Tue 4 Nov | 111-2 v WhitehawkWhitehawk 2-1 Brentwood Town | Isthmian League - Premier Division |
| 16 | Sat 8 Nov | 112-4 v LewesLewes 4-2 Brentwood Town | Isthmian League - Premier Division |
| 17 | Tue 11 Nov | 113-2 v St Albans CitySt Albans City 2-3 Brentwood Town | Isthmian League - Premier Division |
| 18 | Sat 15 Nov | 110-0 v HornchurchBrentwood Town 0-0 Hornchurch | Isuzu FA Trophy Second Round |
| 19 | Tue 18 Nov | 110-3 v Maldon & TiptreeBrentwood Town 0-3 Maldon & Tiptree | Essex County Cup |
| 20 | Sat 22 Nov | 115-2 v Chichester CityChichester City 2-5 Brentwood Town | Isthmian League - Premier Division |
| 21 | Fri 28 Nov | 113-3 v AveleyBrentwood Town 3-3 Aveley | Isthmian League - Premier Division |
| 22 | Sat 6 Dec | 110-1 v Folkestone InvictaFolkestone Invicta 1-0 Brentwood Town | Isthmian League - Premier Division |
| 23 | Tue 9 Dec | 112-2 v CheshuntBrentwood Town 2-2 Cheshunt | Isthmian League - Premier Division |
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