| 1 | Sat 10 Aug | 122-0 v Hashtag UnitedHashtag United 0-2 Cray Wanderers | Isthmian League - Premier Division |
| 2 | Tue 13 Aug | 120-2 v Cray Valley PMCray Wanderers 0-2 Cray Valley PM | Isthmian League - Premier Division |
| 3 | Sat 17 Aug | 121-3 v HendonHendon 3-1 Cray Wanderers | Isthmian League - Premier Division |
| 4 | Sat 24 Aug | 12 1-3 v LewesCray Wanderers 1-3 Lewes | Isthmian League - Premier Division |
| 5 | Mon 26 Aug | 121-2 v Dulwich HamletDulwich Hamlet 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 6 | Sat 31 Aug | 121-1 v Larkfield & New HytheLarkfield & New Hythe 1-1 Cray Wanderers | Emirates FA Cup First Qualifying Round |
| 7 | Sat 7 Sep | 120-0 v HorshamCray Wanderers 0-0 Horsham | Isthmian League - Premier Division |
| 8 | Tue 24 Sep | 122-1 v Chatham TownChatham Town 1-2 Cray Wanderers | Kent Senior Cup First Round |
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