| 1 | Sat 9 Aug | 74-0 v Ashford UnitedSheppey United 4-0 Ashford United | Isthmian League - South East Division |
| 2 | Tue 12 Aug | 72-4 v Herne BayHerne Bay 4-2 Sheppey United | Isthmian League - South East Division |
| 3 | Mon 25 Aug | 72-1 v SittingbourneSheppey United 2-1 Sittingbourne | Isthmian League - South East Division |
| 4 | Tue 2 Sep | 71-1 v MargateSheppey United 1-1 Margate | Velocity Cup First Round |
| 5 | Tue 9 Sep | 71-7 v Three BridgesThree Bridges 7-1 Sheppey United | Isthmian League - South East Division |
| 6 | Sat 13 Sep | 70-3 v Sevenoaks TownSevenoaks Town 3-0 Sheppey United | Isthmian League - South East Division |
| 7 | Tue 16 Sep | 71-4 v Erith TownSheppey United 1-4 Erith Town | Isthmian League - South East Division |
| 8 | Sat 25 Oct | 72-0 v East Grinstead TownSheppey United 2-0 East Grinstead Town | Isthmian League - South East Division |
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