| 1 | Sat 13 Sep | 92-2 v Carshalton AthleticCarshalton Athletic 2-2 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 2 | Sat 20 Sep | 94-3 v Hashtag UnitedCray Wanderers 4-3 Hashtag United | Isthmian League - Premier Division | 2 |
| 3 | Tue 30 Sep | 94-2 v Dulwich HamletCray Wanderers 4-2 Dulwich Hamlet | Isthmian League - Premier Division | 1 |
| 4 | Sat 11 Oct | 9 1-1 v Dulwich HamletDulwich Hamlet 1-1 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 5 | Sat 18 Oct | 9 3-3 v Chatham TownChatham Town 3-3 Cray Wanderers | Isthmian League - Premier Division | 1 |
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