| 1 | Sat 15 Aug | 104-0 v Horley TownHorley Town 0-4 Sheppey United | Isthmian League - South East Division |
| 2 | Tue 18 Aug | 100-1 v MargateSheppey United 0-1 Margate | Isthmian League - South East Division |
| 3 | Tue 25 Aug | 100-3 v Herne BaySheppey United 0-3 Herne Bay | Isthmian League - South East Division |
| 4 | Mon 31 Aug | 10 2-3 v Faversham TownFaversham Town 3-2 Sheppey United | Isthmian League - South East Division |
| 5 | Sat 26 Sep | 102-1 v Peacehaven & TelscombeSheppey United 2-1 Peacehaven & Telscombe | Isthmian League - South East Division |
| 6 | Sat 3 Oct | 100-2 v Chertsey TownSheppey United 0-2 Chertsey Town | Emirates FA Cup Third Qualifying Round |
| 7 | Sat 10 Oct | 101-2 v Hastings UnitedSheppey United 1-2 Hastings United | Isthmian League - South East Division |
| 8 | Tue 13 Oct | 101-1 v Broadbridge HeathSheppey United 1-1 Broadbridge Heath | Isthmian League - South East Division |
| 9 | Sat 17 Oct | 102-1 v Steyning TownSteyning Town 1-2 Sheppey United | Isthmian League - South East Division |
| 10 | Tue 20 Oct | 101-2 v MargateMargate 2-1 Sheppey United | Isthmian League - South East Division |
| 11 | Sat 24 Oct | 101-0 v Horley TownSheppey United 1-0 Horley Town | Isthmian League - South East Division |
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