| 1 | Sat 9 Aug | 22-0 v Canvey IslandCray Wanderers 2-0 Canvey Island | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 21-1 v Folkestone InvictaCray Wanderers 1-1 Folkestone Invicta | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 23-2 v Wingate & FinchleyCray Wanderers 3-2 Wingate & Finchley | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 2 1-0 v Billericay TownBillericay Town 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Mon 25 Aug | 21-5 v Brentwood TownCray Wanderers 1-5 Brentwood Town | Isthmian League - Premier Division |
| 6 | Sat 6 Sep | 22-2 v LewesLewes 2-2 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sat 11 Oct | 21-1 v Dulwich HamletDulwich Hamlet 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Sat 18 Oct | 23-3 v Chatham TownChatham Town 3-3 Cray Wanderers | Isthmian League - Premier Division |
| 9 | Tue 21 Oct | 21-1 v St Albans CityCray Wanderers 1-1 St Albans City | Isthmian League - Premier Division |
| 10 | Sat 25 Oct | 2 0-2 v DartfordCray Wanderers 0-2 Dartford | Isthmian League - Premier Division |
| 11 | Sat 1 Nov | 21-1 v CheshuntCheshunt 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 12 | Sat 8 Nov | 2 0-0 v Chichester CityCray Wanderers 0-0 Chichester City | Isthmian League - Premier Division |
| 13 | Tue 11 Nov | 21-8 v Folkestone InvictaFolkestone Invicta 8-1 Cray Wanderers | Isthmian League - Premier Division |
| 14 | Sat 15 Nov | 22-0 v Welling UnitedWelling United 0-2 Cray Wanderers | Isthmian League - Premier Division |
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