| 1 | Sat 31 Aug | 141-1 v Larkfield & New HytheLarkfield & New Hythe 1-1 Cray Wanderers | Emirates FA Cup First Qualifying Round |
| 2 | Tue 3 Sep | 148-0 v Larkfield & New HytheCray Wanderers 8-0 Larkfield & New Hythe | Emirates FA Cup First Qualifying Round Replay |
| 3 | Sat 7 Sep | 180-0 v HorshamCray Wanderers 0-0 Horsham | Isthmian League - Premier Division |
| 4 | Sat 14 Sep | 181-1 v Wingate & FinchleyCray Wanderers 1-1 Wingate & Finchley | Emirates FA Cup Second Qualifying Round |
| 5 | Tue 17 Sep | 181-0 v Wingate & FinchleyWingate & Finchley 0-1 Cray Wanderers | Emirates FA Cup Second Qualifying Round Replay |
| 6 | Sat 21 Sep | 181-3 v Bognor Regis TownBognor Regis Town 3-1 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Tue 24 Sep | 182-1 v Chatham TownChatham Town 1-2 Cray Wanderers | Kent Senior Cup First Round |
| 8 | Sat 28 Sep | 183-0 v Hastings UnitedCray Wanderers 3-0 Hastings United | Emirates FA Cup Third Qualifying Round |
| 9 | Sat 5 Oct | 181-1 v Brentwood TownBrentwood Town 1-1 Cray Wanderers | Isuzu FA Trophy Third Qualifying Round |
| 10 | Sat 12 Oct | 180-1 v Tonbridge AngelsCray Wanderers 0-1 Tonbridge Angels | Emirates FA Cup Fourth Qualifying Round |
| 11 | Tue 15 Oct | 181-4 v Chatham TownCray Wanderers 1-4 Chatham Town | Isthmian League - Premier Division |
| 12 | Sat 19 Oct | 180-0 v Hastings UnitedCray Wanderers 0-0 Hastings United | Isthmian League - Premier Division |
| 13 | Tue 22 Oct | 180-0 v WhitehawkCray Wanderers 0-0 Whitehawk | Isthmian League - Premier Division |
| 14 | Sat 25 Jan | 162-0 v Cray WanderersWhitehawk 2-0 Cray Wanderers | Isthmian League - Premier Division |
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