| 1 | Sat 17 Aug | 123-0 v North Greenford UnitedNorth Greenford United 0-3 Sheppey United | Emirates FA Cup Preliminary Round |
| 2 | Sat 24 Aug | 123-1 v Sevenoaks TownSheppey United 3-1 Sevenoaks Town | Isthmian League - South East Division |
| 3 | Mon 26 Aug | 124-0 v Hythe TownHythe Town 0-4 Sheppey United | Isthmian League - South East Division |
| 4 | Tue 3 Sep | 120-6 v Hanwell TownHanwell Town 6-0 Sheppey United | Emirates FA Cup First Qualifying Round Replay |
| 5 | Sat 7 Sep | 12 2-3 v RamsgateSheppey United 2-3 Ramsgate | Isuzu FA Trophy First Qualifying Round |
| 6 | Tue 10 Sep | 123-1 v Erith TownSheppey United 3-1 Erith Town | Isthmian League - South East Division |
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