| 1 | Sat 19 Sep | 5 1-1 v Maidstone UnitedCray Wanderers 1-1 Maidstone United | Emirates FA Cup Second Qualifying Round |
| 2 | Tue 22 Sep | 52-0 v Maidstone UnitedMaidstone United 0-2 Cray Wanderers | Emirates FA Cup Second Qualifying Round Replay |
| 3 | Sat 26 Sep | 51-1 v CheshuntCheshunt 1-1 Cray Wanderers | FA Trophy Third Qualifying Round |
| 4 | Sat 3 Oct | 53-0 v Chippenham TownCray Wanderers 3-0 Chippenham Town | Emirates FA Cup Third Qualifying Round |
| 5 | Tue 6 Oct | 52-0 v Punjab UnitedCray Wanderers 2-0 Punjab United | Kent Senior Cup First Round |
| 6 | Tue 20 Oct | 52-2 v Bedford TownCray Wanderers 2-2 Bedford Town | Emirates FA Cup Fourth Qualifying Round Replay |
| 7 | Sun 8 Nov | 52-2 v Stockport CountyCray Wanderers 2-2 Stockport County | Emirates FA Cup First Round |
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