| 1 | Sat 9 Aug | 50-2 v Carshalton AthleticCray Valley PM 0-2 Carshalton Athletic | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 5 1-2 v Burgess Hill TownCray Valley PM 1-2 Burgess Hill Town | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 5 2-3 v WhitehawkWhitehawk 3-2 Cray Valley PM | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 5 4-1 v RamsgateCray Valley PM 4-1 Ramsgate | Isthmian League - Premier Division |
| 5 | Mon 25 Aug | 5 3-0 v Welling UnitedWelling United 0-3 Cray Valley PM | Isthmian League - Premier Division |
| 6 | Sat 30 Aug | 52-1 v RamsgateRamsgate 1-2 Cray Valley PM | Emirates FA Cup First Qualifying Round |
| 7 | Sat 6 Sep | 51-2 v Hashtag UnitedCray Valley PM 1-2 Hashtag United | Isthmian League - Premier Division |
| 8 | Tue 9 Sep | 53-2 v Ashford UnitedAshford United 2-3 Cray Valley PM | Kent Senior Cup |
| 9 | Sat 13 Sep | 5 3-2 v Chertsey TownChertsey Town 2-3 Cray Valley PM | Emirates FA Cup Second Qualifying Round |
| 10 | Tue 16 Sep | 51-3 v Chatham TownChatham Town 3-1 Cray Valley PM | Isthmian League - Premier Division |
| 11 | Sat 20 Sep | 5 3-2 v Potters Bar TownPotters Bar Town 2-3 Cray Valley PM | Isthmian League - Premier Division |
| 12 | Sat 27 Sep | 50-0 v Tonbridge AngelsCray Valley PM 0-0 Tonbridge Angels | Emirates FA Cup Third Qualifying Round |
| 13 | Tue 30 Sep | 50-5 v Tonbridge AngelsTonbridge Angels 5-0 Cray Valley PM | Emirates FA Cup Third Qualifying Round Replay |
| 14 | Sat 4 Oct | 51-0 v BerkhamstedCray Valley PM 1-0 Berkhamsted | Isuzu FA Trophy Third Qualifying Round |
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