| 1 | Tue 29 Oct | 82-2 v Phoenix SportsCray Wanderers 2-2 Phoenix Sports | Kent Senior Cup Second Round |
| 2 | Tue 19 Nov | 104-7 v Erith TownCray Wanderers 4-7 Erith Town | London Senior Cup Second Round |
| 3 | Sat 1 Mar | 161-2 v Chichester CityChichester City 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 4 | Sat 8 Mar | 163-1 v Canvey IslandCray Wanderers 3-1 Canvey Island | Isthmian League - Premier Division |
| 5 | Sat 15 Mar | 161-2 v Carshalton AthleticCarshalton Athletic 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 6 | Sat 22 Mar | 164-0 v Bowers & PitseaCray Wanderers 4-0 Bowers & Pitsea | Isthmian League - Premier Division |
| 7 | Sat 29 Mar | 161-2 v Dover AthleticCray Wanderers 1-2 Dover Athletic | Isthmian League - Premier Division |
| 8 | Sat 5 Apr | 162-0 v Billericay TownBillericay Town 0-2 Cray Wanderers | Isthmian League - Premier Division |
| 9 | Mon 21 Apr | 162-2 v DartfordCray Wanderers 2-2 Dartford | Isthmian League - Premier Division |
| 10 | Sat 26 Apr | 163-4 v LewesLewes 4-3 Cray Wanderers | Isthmian League - Premier Division |
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