| 1 | Tue 29 Oct | 192-2 v Phoenix SportsCray Wanderers 2-2 Phoenix Sports | Kent Senior Cup Second Round |
| 2 | Sat 2 Nov | 123-0 v Hashtag UnitedCray Wanderers 3-0 Hashtag United | Isthmian League - Premier Division |
| 3 | Sat 28 Dec | 151-0 v HendonCray Wanderers 1-0 Hendon | Isthmian League - Premier Division |
| 4 | Wed 1 Jan | 151-0 v Dulwich HamletCray Wanderers 1-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 5 | Sat 1 Feb | 151-1 v Bognor Regis TownCray Wanderers 1-1 Bognor Regis Town | Isthmian League - Premier Division |
| 6 | Sat 8 Feb | 154-1 v Chatham TownChatham Town 1-4 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sat 22 Mar | 154-0 v Bowers & PitseaCray Wanderers 4-0 Bowers & Pitsea | Isthmian League - Premier Division |
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