| 1 | Sat 8 Aug | 62-0 v Burgess Hill TownBrentwood Town 2-0 Burgess Hill Town | Isthmian League - Premier Division |
| 2 | Tue 11 Aug | 60-1 v DartfordDartford 1-0 Brentwood Town | Isthmian League - Premier Division |
| 3 | Sat 15 Aug | 62-3 v Eastbourne BoroughEastbourne Borough 3-2 Brentwood Town | Isthmian League - Premier Division |
| 4 | Sat 22 Aug | 61-3 v Enfield TownBrentwood Town 1-3 Enfield Town | Isthmian League - Premier Division |
| 5 | Sat 29 Aug | 6 0-2 v Carshalton AthleticCarshalton Athletic 2-0 Brentwood Town | Isthmian League - Premier Division |
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