| 1 | Sat 9 Aug | 62-0 v Canvey IslandCray Wanderers 2-0 Canvey Island | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 61-1 v Folkestone InvictaCray Wanderers 1-1 Folkestone Invicta | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 6 3-2 v Wingate & FinchleyCray Wanderers 3-2 Wingate & Finchley | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 61-0 v Billericay TownBillericay Town 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Sat 6 Sep | 6 2-2 v LewesLewes 2-2 Cray Wanderers | Isthmian League - Premier Division |
| 6 | Sat 27 Sep | 61-1 v RamsgateRamsgate 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Tue 30 Sep | 64-2 v Dulwich HamletCray Wanderers 4-2 Dulwich Hamlet | Isthmian League - Premier Division |
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