| 1 | Sat 9 Aug | 10-2 v Carshalton AthleticCray Valley PM 0-2 Carshalton Athletic | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 11-2 v Burgess Hill TownCray Valley PM 1-2 Burgess Hill Town | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 12-3 v WhitehawkWhitehawk 3-2 Cray Valley PM | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 1 4-1 v RamsgateCray Valley PM 4-1 Ramsgate | Isthmian League - Premier Division |
| 5 | Mon 25 Aug | 13-0 v Welling UnitedWelling United 0-3 Cray Valley PM | Isthmian League - Premier Division |
| 6 | Sat 30 Aug | 12-1 v RamsgateRamsgate 1-2 Cray Valley PM | Emirates FA Cup First Qualifying Round |
| 7 | Sat 6 Sep | 11-2 v Hashtag UnitedCray Valley PM 1-2 Hashtag United | Isthmian League - Premier Division |
| 8 | Sat 13 Sep | 13-2 v Chertsey TownChertsey Town 2-3 Cray Valley PM | Emirates FA Cup Second Qualifying Round |
| 9 | Tue 16 Sep | 11-3 v Chatham TownChatham Town 3-1 Cray Valley PM | Isthmian League - Premier Division |
| 10 | Sat 20 Sep | 13-2 v Potters Bar TownPotters Bar Town 2-3 Cray Valley PM | Isthmian League - Premier Division |
| 11 | Sat 27 Sep | 10-0 v Tonbridge AngelsCray Valley PM 0-0 Tonbridge Angels | Emirates FA Cup Third Qualifying Round |
| 12 | Tue 30 Sep | 10-5 v Tonbridge AngelsTonbridge Angels 5-0 Cray Valley PM | Emirates FA Cup Third Qualifying Round Replay |
| 13 | Sat 4 Oct | 1 1-0 v BerkhamstedCray Valley PM 1-0 Berkhamsted | Isuzu FA Trophy Third Qualifying Round |
| 14 | Sat 11 Oct | 11-1 v CheshuntCheshunt 1-1 Cray Valley PM | Isthmian League - Premier Division |
| 15 | Tue 14 Oct | 10-1 v Chatham TownCray Valley PM 0-1 Chatham Town | Isthmian League - Premier Division |
| 16 | Tue 21 Oct | 12-1 v Welling UnitedCray Valley PM 2-1 Welling United | London Senior Cup |
| 17 | Sat 25 Oct | 1 1-2 v SittingbourneSittingbourne 2-1 Cray Valley PM | Isuzu FA Trophy First Round |
| 18 | Tue 28 Oct | 11-3 v Brentwood TownCray Valley PM 1-3 Brentwood Town | Isthmian League - Premier Division |
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