| 1 | Sat 22 Nov | 13-3 v AFC Croydon AthleticSheppey United 3-3 AFC Croydon Athletic | Isthmian League - South East Division |
| 2 | Sat 29 Nov | 11-1 v Ashford UnitedAshford United 1-1 Sheppey United | Isthmian League - South East Division |
| 3 | Sat 6 Dec | 10-4 v AFC WhyteleafeAFC Whyteleafe 4-0 Sheppey United | Isthmian League - South East Division |
| 4 | Sat 13 Dec | 14-2 v VCD AthleticSheppey United 4-2 VCD Athletic | Isthmian League - South East Division |
| 5 | Sat 20 Dec | 12-3 v Hastings UnitedHastings United 3-2 Sheppey United | Isthmian League - South East Division |
| 6 | Sat 27 Dec | 11-2 v Faversham TownSheppey United 1-2 Faversham Town | Isthmian League - South East Division |
| 7 | Sat 10 Jan | 132-2 v Eastbourne TownSheppey United 2-2 Eastbourne Town | Isthmian League - South East Division |
| 8 | Sat 17 Jan | 130-0 v Beckenham TownSheppey United 0-0 Beckenham Town | Isthmian League - South East Division |
| 9 | Sat 24 Jan | 131-2 v Jersey BullsJersey Bulls 2-1 Sheppey United | Isthmian League - South East Division |
| 10 | Sat 31 Jan | 10-1 v HassocksSheppey United 0-1 Hassocks | Isthmian League - South East Division |
| 11 | Sat 7 Feb | 10-2 v MargateMargate 2-0 Sheppey United | Isthmian League - South East Division |
| 12 | Sat 14 Feb | 11-2 v Broadbridge HeathSheppey United 1-2 Broadbridge Heath | Isthmian League - South East Division |
| 13 | Sat 28 Feb | 10-1 v Deal TownSheppey United 0-1 Deal Town | Isthmian League - South East Division |
| 14 | Tue 3 Mar | 12-2 v SittingbourneSittingbourne 2-2 Sheppey United | Isthmian League - South East Division |
| 15 | Sat 7 Mar | 12-1 v MersthamMerstham 1-2 Sheppey United | Isthmian League - South East Division |
| 16 | Tue 10 Mar | 13-2 v East Grinstead TownEast Grinstead Town 2-3 Sheppey United | Isthmian League - South East Division |
| 17 | Sat 14 Mar | 12-6 v VCD AthleticVCD Athletic 6-2 Sheppey United | Isthmian League - South East Division |
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