| 1 | Sat 9 Sep | 95-1 v Chatham TownChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 2 | Sat 23 Sep | 92-1 v CheshuntCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 3 | Tue 26 Sep | 93-2 v Phoenix SportsPhoenix Sports 2-3 Cray Wanderers | Kent Senior Cup First Round |
| 4 | Sat 30 Sep | 9 0-3 v KingstonianKingstonian 3-0 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Tue 3 Oct | 183-0 v Concord RangersConcord Rangers 0-3 Cray Wanderers | Isthmian League - Premier Division |
| 6 | Sat 7 Oct | 91-0 v Needham MarketNeedham Market 0-1 Cray Wanderers | Isuzu FA Trophy Third Qualifying Round |
| 7 | Sun 15 Oct | 91-4 v HornchurchCray Wanderers 1-4 Hornchurch | Isthmian League - Premier Division |
| 8 | Tue 24 Oct | 91-2 v Canvey IslandCanvey Island 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 9 | Sat 28 Oct | 9 3-3 v Chesham UnitedCray Wanderers 3-3 Chesham United | Isuzu FA Trophy First Round |
| 10 | Tue 31 Oct | 90-5 v Ebbsfleet UnitedEbbsfleet United 5-0 Cray Wanderers | Kent Senior Cup Second Round |
| 11 | Sat 4 Nov | 93-1 v Wingate & FinchleyWingate & Finchley 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 12 | Wed 8 Nov | 94-2 v Tooting & Mitcham UnitedCray Wanderers 4-2 Tooting & Mitcham United | London County Cup First Round |
| 13 | Sat 11 Nov | 91-0 v Carshalton AthleticCray Wanderers 1-0 Carshalton Athletic | Isthmian League - Premier Division |
| 14 | Sat 18 Nov | 91-4 v Weston-super-MareWeston-super-Mare 4-1 Cray Wanderers | Isuzu FA Trophy Second Round |
| 15 | Sat 25 Nov | 91-1 v Dulwich HamletCray Wanderers 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 16 | Wed 29 Nov | 92-2 v WhitehawkCray Wanderers 2-2 Whitehawk | Isthmian League - Premier Division |
| 17 | Sun 10 Dec | 93-3 v Haringey BoroughCray Wanderers 3-3 Haringey Borough | Isthmian League - Premier Division |
| 18 | Sat 16 Dec | 90-1 v Hashtag UnitedHashtag United 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 19 | Tue 26 Dec | 9 0-0 v MargateCray Wanderers 0-0 Margate | Isthmian League - Premier Division |
| 20 | Fri 29 Dec | 9 2-0 v Enfield TownCray Wanderers 2-0 Enfield Town | Isthmian League - Premier Division |
| 21 | Mon 1 Jan | 90-0 v Hastings UnitedCray Wanderers 0-0 Hastings United | Isthmian League - Premier Division |
| 22 | Sat 6 Jan | 91-1 v LewesCray Wanderers 1-1 Lewes | Isthmian League - Premier Division |
| 23 | Tue 9 Jan | 91-2 v Bognor Regis TownBognor Regis Town 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 24 | Sat 13 Jan | 90-6 v Billericay TownBillericay Town 6-0 Cray Wanderers | Isthmian League - Premier Division |
| 25 | Wed 24 Jan | 93-0 v FisherCray Wanderers 3-0 Fisher | London County Cup Second Round |
| 26 | Sat 27 Jan | 91-0 v Wingate & FinchleyCray Wanderers 1-0 Wingate & Finchley | Isthmian League - Premier Division |
| 27 | Sat 3 Feb | 92-1 v Carshalton AthleticCarshalton Athletic 1-2 Cray Wanderers | Isthmian League - Premier Division |
| 28 | Tue 6 Feb | 92-2 v Folkestone InvictaFolkestone Invicta 2-2 Cray Wanderers | Isthmian League - Premier Division |
| 29 | Sun 11 Feb | 91-1 v Concord RangersCray Wanderers 1-1 Concord Rangers | Isthmian League - Premier Division |
| 30 | Sat 17 Feb | 91-0 v CheshuntCheshunt 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 31 | Wed 21 Feb | 9 2-1 v Canvey IslandCray Wanderers 2-1 Canvey Island | Isthmian League - Premier Division |
| 32 | Sat 24 Feb | 91-0 v KingstonianCray Wanderers 1-0 Kingstonian | Isthmian League - Premier Division |
| 33 | Tue 27 Feb | 90-2 v WhitehawkWhitehawk 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 34 | Wed 13 Mar | 9 1-2 v Potters Bar TownCray Wanderers 1-2 Potters Bar Town | Isthmian League - Premier Division |
| 35 | Sun 24 Mar | 90-1 v Folkestone InvictaCray Wanderers 0-1 Folkestone Invicta | Isthmian League - Premier Division |
| 36 | Fri 29 Mar | 9 2-2 v Chatham TownCray Wanderers 2-2 Chatham Town | Isthmian League - Premier Division |
| 37 | Mon 1 Apr | 91-1 v MargateMargate 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 38 | Fri 5 Apr | 9 1-3 v Hashtag UnitedCray Wanderers 1-3 Hashtag United | Isthmian League - Premier Division |
| 39 | Tue 9 Apr | 90-2 v HornchurchHornchurch 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 40 | Sat 13 Apr | 90-2 v HorshamHorsham 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 41 | Tue 16 Apr | 91-2 v DartfordCray Wanderers 1-2 Dartford | London County Cup Quarter Final |
| 42 | Sat 20 Apr | 91-5 v Bognor Regis TownCray Wanderers 1-5 Bognor Regis Town | Isthmian League - Premier Division |
| 43 | Sat 27 Apr | 96-2 v Dulwich HamletDulwich Hamlet 2-6 Cray Wanderers | Isthmian League - Premier Division |
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