| 1 | Mon 26 Aug | 194-0 v Hythe TownHythe Town 0-4 Sheppey United | Isthmian League - South East Division | 1 |
| 2 | Sat 9 Nov | 84-3 v MersthamSheppey United 4-3 Merstham | Isthmian League - South East Division | 1 |
| 3 | Sat 23 Nov | 8 3-1 v Phoenix SportsSheppey United 3-1 Phoenix Sports | Isthmian League - South East Division | 1 |
| 4 | Sat 14 Dec | 81-2 v Ashford UnitedSheppey United 1-2 Ashford United | Isthmian League - South East Division | 1 |
| 5 | Sat 18 Jan | 8 3-2 v Broadbridge HeathSheppey United 3-2 Broadbridge Heath | Isthmian League - South East Division | 1 |
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