| 1 | Tue 8 Sep | 31-0 v LewesCray Wanderers 1-0 Lewes | Emirates FA Cup First Qualifying Round Replay |
| 2 | Sat 19 Sep | 31-1 v Maidstone UnitedCray Wanderers 1-1 Maidstone United | Emirates FA Cup Second Qualifying Round |
| 3 | Tue 22 Sep | 32-0 v Maidstone UnitedMaidstone United 0-2 Cray Wanderers | Emirates FA Cup Second Qualifying Round Replay |
| 4 | Sat 26 Sep | 31-1 v CheshuntCheshunt 1-1 Cray Wanderers | FA Trophy Third Qualifying Round |
| 5 | Sat 3 Oct | 33-0 v Chippenham TownCray Wanderers 3-0 Chippenham Town | Emirates FA Cup Third Qualifying Round |
| 6 | Sat 17 Oct | 30-0 v Bedford TownBedford Town 0-0 Cray Wanderers | Emirates FA Cup Fourth Qualifying Round |
| 7 | Tue 20 Oct | 3 2-2 v Bedford TownCray Wanderers 2-2 Bedford Town | Emirates FA Cup Fourth Qualifying Round Replay |
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