| 1 | Mon 31 Aug | 142-3 v Faversham TownFaversham Town 3-2 Sheppey United | Isthmian League - South East Division |
| 2 | Tue 22 Sep | 143-0 v Punjab UnitedPunjab United 0-3 Sheppey United | Isthmian League - South East Division |
| 3 | Tue 29 Sep | 141-1 v Herne BaySheppey United 1-1 Herne Bay | Velocity Cup Second Round |
| 4 | Sat 10 Oct | 141-2 v Hastings UnitedSheppey United 1-2 Hastings United | Isthmian League - South East Division |
| 5 | Tue 13 Oct | 141-1 v Broadbridge HeathSheppey United 1-1 Broadbridge Heath | Isthmian League - South East Division |
| 6 | Tue 20 Oct | 141-2 v MargateMargate 2-1 Sheppey United | Isthmian League - South East Division |
| 7 | Sat 24 Oct | 14 1-0 v Horley TownSheppey United 1-0 Horley Town | Isthmian League - South East Division |
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