| 1 | Tue 26 Sep | 173-2 v Phoenix SportsPhoenix Sports 2-3 Cray Wanderers | Kent Senior Cup First Round |
| 2 | Sat 30 Sep | 14 0-3 v KingstonianKingstonian 3-0 Cray Wanderers | Isthmian League - Premier Division |
| 3 | Sat 21 Oct | 171-1 v Potters Bar TownPotters Bar Town 1-1 Cray Wanderers | Isthmian League - Premier Division |
| 4 | Fri 29 Dec | 182-0 v Enfield TownCray Wanderers 2-0 Enfield Town | Isthmian League - Premier Division |
| 5 | Mon 1 Jan | 190-0 v Hastings UnitedCray Wanderers 0-0 Hastings United | Isthmian League - Premier Division |
| 6 | Tue 6 Feb | 152-2 v Folkestone InvictaFolkestone Invicta 2-2 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sat 24 Feb | 151-0 v KingstonianCray Wanderers 1-0 Kingstonian | Isthmian League - Premier Division |
| 8 | Wed 13 Mar | 111-2 v Potters Bar TownCray Wanderers 1-2 Potters Bar Town | Isthmian League - Premier Division |
| 9 | Sat 16 Mar | 114-0 v Haringey BoroughHaringey Borough 0-4 Cray Wanderers | Isthmian League - Premier Division |
| 10 | Sat 13 Apr | 170-2 v HorshamHorsham 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 11 | Tue 16 Apr | 151-2 v DartfordCray Wanderers 1-2 Dartford | London County Cup Quarter Final |
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