| 1 | Tue 5 Nov | 181-2 v Cray Valley PMCray Valley PM 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 2 | Sat 9 Nov | 180-1 v Folkestone InvictaFolkestone Invicta 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 3 | Sat 16 Nov | 184-0 v Potters Bar TownPotters Bar Town 0-4 Cray Wanderers | Isthmian League - Premier Division |
| 4 | Sat 23 Nov | 180-2 v Canvey IslandCanvey Island 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Sat 30 Nov | 141-1 v Carshalton AthleticCray Wanderers 1-1 Carshalton Athletic | Isthmian League - Premier Division |
| 6 | Sat 7 Dec | 141-0 v Bowers & PitseaBowers & Pitsea 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Tue 10 Dec | 141-0 v Chichester CityCray Wanderers 1-0 Chichester City | Isthmian League - Premier Division |
| 8 | Sat 14 Dec | 141-0 v Dover AthleticDover Athletic 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 9 | Sat 21 Dec | 141-1 v Billericay TownCray Wanderers 1-1 Billericay Town | Isthmian League - Premier Division |
| 10 | Thu 26 Dec | 141-2 v DartfordDartford 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 11 | Sat 28 Dec | 141-0 v HendonCray Wanderers 1-0 Hendon | Isthmian League - Premier Division |
| 12 | Wed 1 Jan | 141-0 v Dulwich HamletCray Wanderers 1-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 13 | Sat 11 Jan | 141-0 v Potters Bar TownCray Wanderers 1-0 Potters Bar Town | Isthmian League - Premier Division |
| 14 | Sat 18 Jan | 142-1 v Hastings UnitedHastings United 1-2 Cray Wanderers | Isthmian League - Premier Division |
| 15 | Sat 25 Jan | 90-2 v WhitehawkWhitehawk 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 16 | Tue 28 Jan | 140-1 v Wingate & FinchleyWingate & Finchley 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 17 | Sat 1 Feb | 141-1 v Bognor Regis TownCray Wanderers 1-1 Bognor Regis Town | Isthmian League - Premier Division |
| 18 | Sat 8 Feb | 144-1 v Chatham TownChatham Town 1-4 Cray Wanderers | Isthmian League - Premier Division |
| 19 | Sat 15 Feb | 14 2-1 v CheshuntCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 20 | Sat 22 Feb | 143-2 v Folkestone InvictaCray Wanderers 3-2 Folkestone Invicta | Isthmian League - Premier Division |
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