| 1 | Sat 10 Aug | 18 2-1 v Three BridgesThree Bridges 1-2 Sheppey United | Isthmian League - South East Division |
| 2 | Sat 31 Aug | 181-1 v Hanwell TownSheppey United 1-1 Hanwell Town | Emirates FA Cup First Qualifying Round |
| 3 | Tue 3 Sep | 18 0-6 v Hanwell TownHanwell Town 6-0 Sheppey United | Emirates FA Cup First Qualifying Round Replay |
| 4 | Sat 7 Sep | 182-3 v RamsgateSheppey United 2-3 Ramsgate | Isuzu FA Trophy First Qualifying Round |
| 5 | Tue 10 Sep | 183-1 v Erith TownSheppey United 3-1 Erith Town | Isthmian League - South East Division |
| 6 | Tue 17 Sep | 180-0 v Herne BaySheppey United 0-0 Herne Bay | Velocity Cup Second Round |
| 7 | Tue 24 Sep | 181-1 v Hythe TownSheppey United 1-1 Hythe Town | Kent Senior Cup First Round |
| 8 | Tue 26 Nov | 18 4-2 v MargateMargate 2-4 Sheppey United | Velocity Cup Third Qualifying Round |
| 9 | Sat 30 Nov | 181-0 v Eastbourne TownSheppey United 1-0 Eastbourne Town | Isthmian League - South East Division |
| 10 | Sat 14 Dec | 181-2 v Ashford UnitedSheppey United 1-2 Ashford United | Isthmian League - South East Division |
| 11 | Thu 26 Dec | 5 0-4 v SittingbourneSittingbourne 4-0 Sheppey United | Isthmian League - South East Division |
Football Web Pages