| 1 | Tue 14 Oct | 81-2 v Erith TownErith Town 2-1 Sheppey United | Isthmian League - South East Division |
| 2 | Sat 18 Oct | 224-5 v Broadbridge HeathBroadbridge Heath 5-4 Sheppey United | Isthmian League - South East Division |
| 3 | Tue 21 Oct | 222-0 v Beckenham TownBeckenham Town 0-2 Sheppey United | Isthmian League - South East Division |
| 4 | Sat 25 Oct | 222-0 v East Grinstead TownSheppey United 2-0 East Grinstead Town | Isthmian League - South East Division |
| 5 | Sat 1 Nov | 223-1 v Deal TownDeal Town 1-3 Sheppey United | Isthmian League - South East Division |
| 6 | Sat 8 Nov | 221-1 v MersthamSheppey United 1-1 Merstham | Isthmian League - South East Division |
| 7 | Tue 11 Nov | 222-0 v Herne BaySheppey United 2-0 Herne Bay | Isthmian League - South East Division |
| 8 | Sat 15 Nov | 223-1 v Crowborough AthleticCrowborough Athletic 1-3 Sheppey United | Isthmian League - South East Division |
| 9 | Sat 22 Nov | 223-3 v AFC Croydon AthleticSheppey United 3-3 AFC Croydon Athletic | Isthmian League - South East Division |
| 10 | Sat 29 Nov | 221-1 v Ashford UnitedAshford United 1-1 Sheppey United | Isthmian League - South East Division |
| 11 | Sat 6 Dec | 220-4 v AFC WhyteleafeAFC Whyteleafe 4-0 Sheppey United | Isthmian League - South East Division |
| 12 | Sat 13 Dec | 224-2 v VCD AthleticSheppey United 4-2 VCD Athletic | Isthmian League - South East Division |
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