| 1 | Sat 13 Sep | 92-2 v Carshalton AthleticCarshalton Athletic 2-2 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 2 | Sat 20 Sep | 94-3 v Hashtag UnitedCray Wanderers 4-3 Hashtag United | Isthmian League - Premier Division | 2 |
| 3 | Tue 30 Sep | 94-2 v Dulwich HamletCray Wanderers 4-2 Dulwich Hamlet | Isthmian League - Premier Division | 1 |
| 4 | Sat 11 Oct | 9 1-1 v Dulwich HamletDulwich Hamlet 1-1 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 5 | Sat 18 Oct | 9 3-3 v Chatham TownChatham Town 3-3 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 6 | Sat 15 Nov | 92-0 v Welling UnitedWelling United 0-2 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 7 | Sat 20 Dec | 92-1 v Wingate & FinchleyWingate & Finchley 1-2 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 8 | Sat 27 Dec | 95-0 v Cray Valley PMCray Wanderers 5-0 Cray Valley PM | Isthmian League - Premier Division | 2 |
| 9 | Sat 3 Jan | 94-1 v Brentwood TownBrentwood Town 1-4 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 10 | Sat 31 Jan | 9 3-2 v St Albans CitySt Albans City 2-3 Cray Wanderers | Isthmian League - Premier Division | 2 |
| 11 | Sat 7 Feb | 91-1 v RamsgateCray Wanderers 1-1 Ramsgate | Isthmian League - Premier Division | 1 |
| 12 | Sat 14 Feb | 91-1 v Chatham TownCray Wanderers 1-1 Chatham Town | Isthmian League - Premier Division | 1 |
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