| 1 | Sat 9 Aug | 134-0 v Ashford UnitedSheppey United 4-0 Ashford United | Isthmian League - South East Division |
| 2 | Tue 12 Aug | 12-4 v Herne BayHerne Bay 4-2 Sheppey United | Isthmian League - South East Division |
| 3 | Sat 16 Aug | 139-0 v Eastbourne UnitedSheppey United 9-0 Eastbourne United | Emirates FA Cup Preliminary Round |
| 4 | Tue 2 Sep | 131-1 v MargateSheppey United 1-1 Margate | Velocity Cup First Round |
| 5 | Sat 13 Sep | 10-3 v Sevenoaks TownSevenoaks Town 3-0 Sheppey United | Isthmian League - South East Division |
| 6 | Tue 16 Sep | 131-4 v Erith TownSheppey United 1-4 Erith Town | Isthmian League - South East Division |
| 7 | Sat 27 Sep | 12-1 v MargateSheppey United 2-1 Margate | Isthmian League - South East Division |
| 8 | Tue 30 Sep | 10-3 v Hastings UnitedSheppey United 0-3 Hastings United | Isthmian League - South East Division |
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