| 1 | Sat 24 Aug | 173-1 v Sevenoaks TownSheppey United 3-1 Sevenoaks Town | Isthmian League - South East Division |
| 2 | Mon 26 Aug | 174-0 v Hythe TownHythe Town 0-4 Sheppey United | Isthmian League - South East Division |
| 3 | Sat 31 Aug | 171-1 v Hanwell TownSheppey United 1-1 Hanwell Town | Emirates FA Cup First Qualifying Round |
| 4 | Tue 3 Sep | 170-6 v Hanwell TownHanwell Town 6-0 Sheppey United | Emirates FA Cup First Qualifying Round Replay |
| 5 | Sat 7 Sep | 172-3 v RamsgateSheppey United 2-3 Ramsgate | Isuzu FA Trophy First Qualifying Round |
| 6 | Tue 10 Sep | 17 3-1 v Erith TownSheppey United 3-1 Erith Town | Isthmian League - South East Division |
| 7 | Tue 17 Sep | 17 0-0 v Herne BaySheppey United 0-0 Herne Bay | Velocity Cup Second Round |
| 8 | Sat 21 Sep | 17 2-0 v Steyning Town CommunitySheppey United 2-0 Steyning Town Community | Isthmian League - South East Division |
| 9 | Sat 29 Mar | 174-1 v Broadbridge HeathBroadbridge Heath 1-4 Sheppey United | Isthmian League - South East Division |
| 10 | Sat 5 Apr | 173-1 v East Grinstead TownSheppey United 3-1 East Grinstead Town | Isthmian League - South East Division |
| 11 | Fri 18 Apr | 173-2 v Steyning Town CommunitySteyning Town Community 2-3 Sheppey United | Isthmian League - South East Division |
| 12 | Mon 21 Apr | 170-0 v SittingbourneSheppey United 0-0 Sittingbourne | Isthmian League - South East Division |
| 13 | Sat 26 Apr | 160-2 v Sevenoaks TownSevenoaks Town 2-0 Sheppey United | Isthmian League - South East Division |
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