| 1 | Wed 16 Aug | 101-3 v HorshamCray Wanderers 1-3 Horsham | Isthmian League - Premier Division | 1 |
| 2 | Tue 26 Sep | 103-2 v Phoenix SportsPhoenix Sports 2-3 Cray Wanderers | Kent Senior Cup First Round | 1 |
| 3 | Tue 3 Oct | 33-0 v Concord RangersConcord Rangers 0-3 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 4 | Sat 4 Nov | 103-1 v Wingate & FinchleyWingate & Finchley 1-3 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 5 | Wed 29 Nov | 102-2 v WhitehawkCray Wanderers 2-2 Whitehawk | Isthmian League - Premier Division | 1 |
| 6 | Sun 10 Dec | 103-3 v Haringey BoroughCray Wanderers 3-3 Haringey Borough | Isthmian League - Premier Division | 1 |
| 7 | Wed 24 Jan | 103-0 v FisherCray Wanderers 3-0 Fisher | London County Cup Second Round | 1 |
| 8 | Tue 6 Feb | 102-2 v Folkestone InvictaFolkestone Invicta 2-2 Cray Wanderers | Isthmian League - Premier Division | 1 |
| 9 | Sun 11 Feb | 10 1-1 v Concord RangersCray Wanderers 1-1 Concord Rangers | Isthmian League - Premier Division | 1 |
| 10 | Sat 24 Feb | 101-0 v KingstonianCray Wanderers 1-0 Kingstonian | Isthmian League - Premier Division | 1 |
| 11 | Sat 16 Mar | 104-0 v Haringey BoroughHaringey Borough 0-4 Cray Wanderers | Isthmian League - Premier Division | 1 |
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