| 1 | Sat 12 Aug | 140-1 v LewesLewes 1-0 Cray Wanderers | Isthmian League - Premier Division |
| 2 | Wed 16 Aug | 141-3 v HorshamCray Wanderers 1-3 Horsham | Isthmian League - Premier Division |
| 3 | Sat 19 Aug | 140-1 v Billericay TownCray Wanderers 0-1 Billericay Town | Isthmian League - Premier Division |
| 4 | Sat 26 Aug | 140-2 v Enfield TownEnfield Town 2-0 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Mon 28 Aug | 140-3 v Hastings UnitedHastings United 3-0 Cray Wanderers | Isthmian League - Premier Division |
| 6 | Sat 9 Sep | 145-1 v Chatham TownChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sun 17 Sep | 142-2 v RamsgateCray Wanderers 2-2 Ramsgate | Emirates FA Cup Second Qualifying Round |
| 8 | Wed 20 Sep | 142-3 v RamsgateRamsgate 3-2 Cray Wanderers | Emirates FA Cup Second Qualifying Round Replay |
| 9 | Tue 26 Dec | 140-0 v MargateCray Wanderers 0-0 Margate | Isthmian League - Premier Division |
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