| 1 | Wed 16 Aug | 181-3 v HorshamCray Wanderers 1-3 Horsham | Isthmian League - Premier Division |
| 2 | Sat 2 Sep | 185-1 v NewhavenCray Wanderers 5-1 Newhaven | Emirates FA Cup First Qualifying Round |
| 3 | Sat 9 Sep | 185-1 v Chatham TownChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 4 | Sun 17 Sep | 182-2 v RamsgateCray Wanderers 2-2 Ramsgate | Emirates FA Cup Second Qualifying Round |
| 5 | Wed 20 Sep | 182-3 v RamsgateRamsgate 3-2 Cray Wanderers | Emirates FA Cup Second Qualifying Round Replay |
| 6 | Sat 23 Sep | 182-1 v CheshuntCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 7 | Sat 30 Sep | 180-3 v KingstonianKingstonian 3-0 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Tue 3 Oct | 173-0 v Concord RangersConcord Rangers 0-3 Cray Wanderers | Isthmian League - Premier Division |
| 9 | Sat 7 Oct | 181-0 v Needham MarketNeedham Market 0-1 Cray Wanderers | Isuzu FA Trophy Third Qualifying Round |
| 10 | Sun 15 Oct | 18 1-4 v HornchurchCray Wanderers 1-4 Hornchurch | Isthmian League - Premier Division |
| 11 | Sat 21 Oct | 181-1 v Potters Bar TownPotters Bar Town 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 12 | Tue 24 Oct | 181-2 v Canvey IslandCanvey Island 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 13 | Sat 4 Nov | 183-1 v Wingate & FinchleyWingate & Finchley 1-3 Cray Wanderers | Isthmian League - Premier Division |
| 14 | Wed 8 Nov | 184-2 v Tooting & Mitcham UnitedCray Wanderers 4-2 Tooting & Mitcham United | London County Cup First Round |
| 15 | Sat 25 Nov | 181-1 v Dulwich HamletCray Wanderers 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 16 | Wed 29 Nov | 182-2 v WhitehawkCray Wanderers 2-2 Whitehawk | Isthmian League - Premier Division |
| 17 | Sun 10 Dec | 183-3 v Haringey BoroughCray Wanderers 3-3 Haringey Borough | Isthmian League - Premier Division |
| 18 | Sat 16 Dec | 18 0-1 v Hashtag UnitedHashtag United 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 19 | Tue 26 Dec | 180-0 v MargateCray Wanderers 0-0 Margate | Isthmian League - Premier Division |
| 20 | Mon 1 Jan | 180-0 v Hastings UnitedCray Wanderers 0-0 Hastings United | Isthmian League - Premier Division |
| 21 | Sat 6 Jan | 181-1 v LewesCray Wanderers 1-1 Lewes | Isthmian League - Premier Division |
| 22 | Tue 9 Jan | 15 1-2 v Bognor Regis TownBognor Regis Town 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 23 | Sat 13 Jan | 180-6 v Billericay TownBillericay Town 6-0 Cray Wanderers | Isthmian League - Premier Division |
| 24 | Wed 21 Feb | 182-1 v Canvey IslandCray Wanderers 2-1 Canvey Island | Isthmian League - Premier Division |
| 25 | Sat 24 Feb | 181-0 v KingstonianCray Wanderers 1-0 Kingstonian | Isthmian League - Premier Division |
| 26 | Tue 27 Feb | 180-2 v WhitehawkWhitehawk 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 27 | Wed 13 Mar | 181-2 v Potters Bar TownCray Wanderers 1-2 Potters Bar Town | Isthmian League - Premier Division |
| 28 | Sat 16 Mar | 184-0 v Haringey BoroughHaringey Borough 0-4 Cray Wanderers | Isthmian League - Premier Division |
| 29 | Sun 24 Mar | 180-1 v Folkestone InvictaCray Wanderers 0-1 Folkestone Invicta | Isthmian League - Premier Division |
| 30 | Fri 29 Mar | 182-2 v Chatham TownCray Wanderers 2-2 Chatham Town | Isthmian League - Premier Division |
| 31 | Sat 27 Apr | 186-2 v Dulwich HamletDulwich Hamlet 2-6 Cray Wanderers | Isthmian League - Premier Division |
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