| 1 | Sat 5 Jul | 210-5 v Leyton OrientBrentwood Town 0-5 Leyton Orient | Friendly |
| 2 | Tue 8 Jul | 210-0 v Chelmsford CityBrentwood Town 0-0 Chelmsford City | Friendly |
| 3 | Sat 12 Jul | 210-2 v HornchurchBrentwood Town 0-2 Hornchurch | Friendly |
| 4 | Sat 19 Jul | 215-0 v Grays AthleticBrentwood Town 5-0 Grays Athletic | Friendly |
| 5 | Fri 1 Aug | 212-0 v TilburyBrentwood Town 2-0 Tilbury | Friendly |
| 6 | Fri 8 Aug | 21 1-1 v AveleyAveley 1-1 Brentwood Town | Isthmian League - Premier Division |
| 7 | Tue 12 Aug | 213-2 v St Albans CityBrentwood Town 3-2 St Albans City | Isthmian League - Premier Division |
| 8 | Sat 16 Aug | 214-3 v Potters Bar TownPotters Bar Town 3-4 Brentwood Town | Isthmian League - Premier Division |
| 9 | Sat 23 Aug | 212-1 v Burgess Hill TownBrentwood Town 2-1 Burgess Hill Town | Isthmian League - Premier Division |
| 10 | Mon 25 Aug | 215-1 v Cray WanderersCray Wanderers 1-5 Brentwood Town | Isthmian League - Premier Division |
| 11 | Sat 30 Aug | 212-1 v Leighton TownBrentwood Town 2-1 Leighton Town | Emirates FA Cup First Qualifying Round |
| 12 | Sat 6 Sep | 213-2 v Carshalton AthleticBrentwood Town 3-2 Carshalton Athletic | Isthmian League - Premier Division |
| 13 | Tue 9 Sep | 211-0 v Canvey IslandBrentwood Town 1-0 Canvey Island | Isthmian League - Premier Division |
| 14 | Sat 13 Sep | 210-1 v Royston TownRoyston Town 1-0 Brentwood Town | Emirates FA Cup Second Qualifying Round |
| 15 | Sat 20 Sep | 213-0 v Billericay TownBrentwood Town 3-0 Billericay Town | Isthmian League - Premier Division |
| 16 | Sat 27 Sep | 212-1 v Dulwich HamletDulwich Hamlet 1-2 Brentwood Town | Isthmian League - Premier Division |
| 17 | Sat 18 Oct | 212-1 v RamsgateBrentwood Town 2-1 Ramsgate | Isthmian League - Premier Division |
| 18 | Sat 25 Oct | 213-0 v Welling UnitedBrentwood Town 3-0 Welling United | Isuzu FA Trophy First Round |
| 19 | Tue 28 Oct | 213-1 v Cray Valley PMCray Valley PM 1-3 Brentwood Town | Isthmian League - Premier Division |
| 20 | Sat 1 Nov | 210-5 v Wingate & FinchleyBrentwood Town 0-5 Wingate & Finchley | Isthmian League - Premier Division |
| 21 | Tue 4 Nov | 211-2 v WhitehawkWhitehawk 2-1 Brentwood Town | Isthmian League - Premier Division |
| 22 | Sat 8 Nov | 212-4 v LewesLewes 4-2 Brentwood Town | Isthmian League - Premier Division |
| 23 | Tue 11 Nov | 213-2 v St Albans CitySt Albans City 2-3 Brentwood Town | Isthmian League - Premier Division |
| 24 | Sat 15 Nov | 210-0 v HornchurchBrentwood Town 0-0 Hornchurch | Isuzu FA Trophy Second Round |
| 25 | Tue 18 Nov | 210-3 v Maldon & TiptreeBrentwood Town 0-3 Maldon & Tiptree | Essex County Cup |
| 26 | Sat 22 Nov | 215-2 v Chichester CityChichester City 2-5 Brentwood Town | Isthmian League - Premier Division |
| 27 | Fri 28 Nov | 213-3 v AveleyBrentwood Town 3-3 Aveley | Isthmian League - Premier Division |
| 28 | Sat 6 Dec | 210-1 v Folkestone InvictaFolkestone Invicta 1-0 Brentwood Town | Isthmian League - Premier Division |
| 29 | Tue 9 Dec | 212-2 v CheshuntBrentwood Town 2-2 Cheshunt | Isthmian League - Premier Division |
| 30 | Sat 13 Dec | 212-0 v Hashtag UnitedBrentwood Town 2-0 Hashtag United | Isthmian League - Premier Division |
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