| 1 | Sat 26 Oct | 30-1 v Cray WanderersCheshunt 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 2 | Sat 9 Nov | 120-1 v Folkestone InvictaFolkestone Invicta 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 3 | Sat 16 Nov | 124-0 v Potters Bar TownPotters Bar Town 0-4 Cray Wanderers | Isthmian League - Premier Division |
| 4 | Sat 23 Nov | 120-2 v Canvey IslandCanvey Island 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Sat 30 Nov | 41-1 v Carshalton AthleticCray Wanderers 1-1 Carshalton Athletic | Isthmian League - Premier Division |
| 6 | Sat 7 Dec | 41-0 v Bowers & PitseaBowers & Pitsea 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sat 21 Dec | 41-1 v Billericay TownCray Wanderers 1-1 Billericay Town | Isthmian League - Premier Division |
| 8 | Thu 26 Dec | 41-2 v DartfordDartford 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 9 | Sat 28 Dec | 41-0 v HendonCray Wanderers 1-0 Hendon | Isthmian League - Premier Division |
| 10 | Wed 1 Jan | 41-0 v Dulwich HamletCray Wanderers 1-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 11 | Sat 11 Jan | 41-0 v Potters Bar TownCray Wanderers 1-0 Potters Bar Town | Isthmian League - Premier Division |
| 12 | Sat 18 Jan | 42-1 v Hastings UnitedHastings United 1-2 Cray Wanderers | Isthmian League - Premier Division |
| 13 | Sat 25 Jan | 4 0-2 v WhitehawkWhitehawk 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 14 | Tue 28 Jan | 40-1 v Wingate & FinchleyWingate & Finchley 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 15 | Sat 1 Feb | 41-1 v Bognor Regis TownCray Wanderers 1-1 Bognor Regis Town | Isthmian League - Premier Division |
| 16 | Sat 8 Feb | 44-1 v Chatham TownChatham Town 1-4 Cray Wanderers | Isthmian League - Premier Division |
| 17 | Sat 15 Feb | 42-1 v CheshuntCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 18 | Sat 22 Feb | 43-2 v Folkestone InvictaCray Wanderers 3-2 Folkestone Invicta | Isthmian League - Premier Division |
| 19 | Sat 1 Mar | 41-2 v Chichester CityChichester City 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 20 | Sat 8 Mar | 43-1 v Canvey IslandCray Wanderers 3-1 Canvey Island | Isthmian League - Premier Division |
| 21 | Sat 15 Mar | 41-2 v Carshalton AthleticCarshalton Athletic 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 22 | Sat 22 Mar | 44-0 v Bowers & PitseaCray Wanderers 4-0 Bowers & Pitsea | Isthmian League - Premier Division |
| 23 | Sat 29 Mar | 41-2 v Dover AthleticCray Wanderers 1-2 Dover Athletic | Isthmian League - Premier Division |
| 24 | Sat 5 Apr | 202-0 v Billericay TownBillericay Town 0-2 Cray Wanderers | Isthmian League - Premier Division |
| 25 | Sat 12 Apr | 204-1 v Wingate & FinchleyCray Wanderers 4-1 Wingate & Finchley | Isthmian League - Premier Division |
| 26 | Fri 18 Apr | 200-3 v HorshamHorsham 3-0 Cray Wanderers | Isthmian League - Premier Division |
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