| 1 | Sat 18 Oct | 63-3 v Chatham TownChatham Town 3-3 Cray Wanderers | Isthmian League - Premier Division |
| 2 | Tue 21 Oct | 181-1 v St Albans CityCray Wanderers 1-1 St Albans City | Isthmian League - Premier Division |
| 3 | Sat 25 Oct | 180-2 v DartfordCray Wanderers 0-2 Dartford | Isthmian League - Premier Division |
| 4 | Sat 8 Nov | 170-0 v Chichester CityCray Wanderers 0-0 Chichester City | Isthmian League - Premier Division |
| 5 | Tue 11 Nov | 141-8 v Folkestone InvictaFolkestone Invicta 8-1 Cray Wanderers | Isthmian League - Premier Division |
| 6 | Sat 22 Nov | 173-3 v Burgess Hill TownCray Wanderers 3-3 Burgess Hill Town | Isthmian League - Premier Division |
| 7 | Sat 6 Dec | 172-0 v Potters Bar TownPotters Bar Town 0-2 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Fri 12 Dec | 171-2 v WhitehawkCray Wanderers 1-2 Whitehawk | Isthmian League - Premier Division |
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