| 1 | Sat 9 Aug | 32-0 v Canvey IslandCray Wanderers 2-0 Canvey Island | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 31-1 v Folkestone InvictaCray Wanderers 1-1 Folkestone Invicta | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 33-2 v Wingate & FinchleyCray Wanderers 3-2 Wingate & Finchley | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 31-0 v Billericay TownBillericay Town 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Sat 8 Nov | 150-0 v Chichester CityCray Wanderers 0-0 Chichester City | Isthmian League - Premier Division |
| 6 | Tue 11 Nov | 31-8 v Folkestone InvictaFolkestone Invicta 8-1 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sat 15 Nov | 32-0 v Welling UnitedWelling United 0-2 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Sat 22 Nov | 33-3 v Burgess Hill TownCray Wanderers 3-3 Burgess Hill Town | Isthmian League - Premier Division |
| 9 | Sat 29 Nov | 31-1 v Canvey IslandCanvey Island 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 10 | Sat 6 Dec | 32-0 v Potters Bar TownPotters Bar Town 0-2 Cray Wanderers | Isthmian League - Premier Division |
| 11 | Fri 12 Dec | 31-2 v WhitehawkCray Wanderers 1-2 Whitehawk | Isthmian League - Premier Division |
| 12 | Sat 20 Dec | 3 2-1 v Wingate & FinchleyWingate & Finchley 1-2 Cray Wanderers | Isthmian League - Premier Division |
| 13 | Sat 27 Dec | 35-0 v Cray Valley PMCray Wanderers 5-0 Cray Valley PM | Isthmian League - Premier Division |
| 14 | Sat 3 Jan | 34-1 v Brentwood TownBrentwood Town 1-4 Cray Wanderers | Isthmian League - Premier Division |
| 15 | Fri 9 Jan | 30-3 v AveleyCray Wanderers 0-3 Aveley | Isthmian League - Premier Division |
| 16 | Sat 17 Jan | 3 2-2 v Hashtag UnitedHashtag United 2-2 Cray Wanderers | Isthmian League - Premier Division |
| 17 | Sat 24 Jan | 3 1-1 v Carshalton AthleticCray Wanderers 1-1 Carshalton Athletic | Isthmian League - Premier Division |
| 18 | Sat 31 Jan | 33-2 v St Albans CitySt Albans City 2-3 Cray Wanderers | Isthmian League - Premier Division |
| 19 | Sat 7 Feb | 31-1 v RamsgateCray Wanderers 1-1 Ramsgate | Isthmian League - Premier Division |
| 20 | Sat 14 Feb | 31-1 v Chatham TownCray Wanderers 1-1 Chatham Town | Isthmian League - Premier Division |
| 21 | Sat 21 Feb | 31-1 v DartfordDartford 1-1 Cray Wanderers | Isthmian League - Premier Division |
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