| 1 | Tue 24 Sep | 82-1 v Chatham TownChatham Town 1-2 Cray Wanderers | Kent Senior Cup First Round |
| 2 | Sat 28 Sep | 193-0 v Hastings UnitedCray Wanderers 3-0 Hastings United | Emirates FA Cup Third Qualifying Round |
| 3 | Sat 5 Oct | 191-1 v Brentwood TownBrentwood Town 1-1 Cray Wanderers | Isuzu FA Trophy Third Qualifying Round |
| 4 | Sat 12 Oct | 190-1 v Tonbridge AngelsCray Wanderers 0-1 Tonbridge Angels | Emirates FA Cup Fourth Qualifying Round |
| 5 | Tue 15 Oct | 191-4 v Chatham TownCray Wanderers 1-4 Chatham Town | Isthmian League - Premier Division |
| 6 | Sat 19 Oct | 190-0 v Hastings UnitedCray Wanderers 0-0 Hastings United | Isthmian League - Premier Division |
| 7 | Tue 22 Oct | 190-0 v WhitehawkCray Wanderers 0-0 Whitehawk | Isthmian League - Premier Division |
| 8 | Sat 26 Oct | 191-0 v CheshuntCheshunt 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 9 | Sat 2 Nov | 193-0 v Hashtag UnitedCray Wanderers 3-0 Hashtag United | Isthmian League - Premier Division |
| 10 | Tue 5 Nov | 191-2 v Cray Valley PMCray Valley PM 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 11 | Sat 9 Nov | 190-1 v Folkestone InvictaFolkestone Invicta 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 12 | Sat 16 Nov | 194-0 v Potters Bar TownPotters Bar Town 0-4 Cray Wanderers | Isthmian League - Premier Division |
| 13 | Sat 30 Nov | 151-1 v Carshalton AthleticCray Wanderers 1-1 Carshalton Athletic | Isthmian League - Premier Division |
| 14 | Sat 7 Dec | 151-0 v Bowers & PitseaBowers & Pitsea 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 15 | Tue 10 Dec | 151-0 v Chichester CityCray Wanderers 1-0 Chichester City | Isthmian League - Premier Division |
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