| 1 | Sat 9 Aug | 32-0 v Canvey IslandCray Wanderers 2-0 Canvey Island | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 31-1 v Folkestone InvictaCray Wanderers 1-1 Folkestone Invicta | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 33-2 v Wingate & FinchleyCray Wanderers 3-2 Wingate & Finchley | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 31-0 v Billericay TownBillericay Town 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Sat 8 Nov | 150-0 v Chichester CityCray Wanderers 0-0 Chichester City | Isthmian League - Premier Division |
| 6 | Tue 11 Nov | 31-8 v Folkestone InvictaFolkestone Invicta 8-1 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sat 15 Nov | 32-0 v Welling UnitedWelling United 0-2 Cray Wanderers | Isthmian League - Premier Division |
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