| 1 | Tue 15 Oct | 171-4 v Chatham TownCray Wanderers 1-4 Chatham Town | Isthmian League - Premier Division |
| 2 | Sat 19 Oct | 170-0 v Hastings UnitedCray Wanderers 0-0 Hastings United | Isthmian League - Premier Division |
| 3 | Tue 22 Oct | 170-0 v WhitehawkCray Wanderers 0-0 Whitehawk | Isthmian League - Premier Division |
| 4 | Sat 26 Oct | 171-0 v CheshuntCheshunt 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Tue 29 Oct | 172-2 v Phoenix SportsCray Wanderers 2-2 Phoenix Sports | Kent Senior Cup Second Round |
| 6 | Sat 2 Nov | 173-0 v Hashtag UnitedCray Wanderers 3-0 Hashtag United | Isthmian League - Premier Division |
| 7 | Tue 5 Nov | 171-2 v Cray Valley PMCray Valley PM 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Sat 9 Nov | 170-1 v Folkestone InvictaFolkestone Invicta 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 9 | Sat 16 Nov | 174-0 v Potters Bar TownPotters Bar Town 0-4 Cray Wanderers | Isthmian League - Premier Division |
| 10 | Sat 28 Dec | 11 0-1 v Cray WanderersCray Wanderers 1-0 Hendon | Isthmian League - Premier Division |
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