| 1 | Sat 10 Aug | 152-1 v Three BridgesThree Bridges 1-2 Sheppey United | Isthmian League - South East Division |
| 2 | Sat 24 Aug | 153-1 v Sevenoaks TownSheppey United 3-1 Sevenoaks Town | Isthmian League - South East Division |
| 3 | Mon 26 Aug | 154-0 v Hythe TownHythe Town 0-4 Sheppey United | Isthmian League - South East Division |
| 4 | Sat 31 Aug | 151-1 v Hanwell TownSheppey United 1-1 Hanwell Town | Emirates FA Cup First Qualifying Round |
| 5 | Sat 7 Sep | 152-3 v RamsgateSheppey United 2-3 Ramsgate | Isuzu FA Trophy First Qualifying Round |
| 6 | Tue 10 Sep | 15 3-1 v Erith TownSheppey United 3-1 Erith Town | Isthmian League - South East Division |
| 7 | Tue 17 Sep | 150-0 v Herne BaySheppey United 0-0 Herne Bay | Velocity Cup Second Round |
| 8 | Sat 21 Sep | 15 2-0 v Steyning Town CommunitySheppey United 2-0 Steyning Town Community | Isthmian League - South East Division |
| 9 | Tue 24 Sep | 15 1-1 v Hythe TownSheppey United 1-1 Hythe Town | Kent Senior Cup First Round |
| 10 | Sat 28 Sep | 152-0 v Phoenix SportsPhoenix Sports 0-2 Sheppey United | Isthmian League - South East Division |
| 11 | Sat 12 Oct | 15 0-5 v RamsgateRamsgate 5-0 Sheppey United | Isthmian League - South East Division |
| 12 | Tue 15 Oct | 151-1 v MersthamMerstham 1-1 Sheppey United | Isthmian League - South East Division |
| 13 | Sat 19 Oct | 152-3 v MargateSheppey United 2-3 Margate | Isthmian League - South East Division |
| 14 | Tue 22 Oct | 152-0 v Littlehampton TownSheppey United 2-0 Littlehampton Town | Isthmian League - South East Division |
| 15 | Sat 26 Oct | 154-0 v Herne BayHerne Bay 0-4 Sheppey United | Isthmian League - South East Division |
| 16 | Sat 2 Nov | 150-1 v Beckenham TownSheppey United 0-1 Beckenham Town | Isthmian League - South East Division |
| 17 | Tue 5 Nov | 151-1 v Erith TownErith Town 1-1 Sheppey United | Isthmian League - South East Division |
| 18 | Sat 16 Nov | 15 0-3 v Burgess Hill TownBurgess Hill Town 3-0 Sheppey United | Isthmian League - South East Division |
| 19 | Sat 14 Dec | 151-2 v Ashford UnitedSheppey United 1-2 Ashford United | Isthmian League - South East Division |
| 20 | Sat 18 Jan | 153-2 v Broadbridge HeathSheppey United 3-2 Broadbridge Heath | Isthmian League - South East Division |
| 21 | Tue 21 Jan | 152-2 v Burgess Hill TownSheppey United 2-2 Burgess Hill Town | Isthmian League - South East Division |
| 22 | Sat 25 Jan | 152-2 v Eastbourne TownEastbourne Town 2-2 Sheppey United | Isthmian League - South East Division |
| 23 | Sat 1 Feb | 152-1 v LancingSheppey United 2-1 Lancing | Isthmian League - South East Division |
| 24 | Tue 4 Feb | 151-2 v AFC Croydon AthleticAFC Croydon Athletic 2-1 Sheppey United | Isthmian League - South East Division |
| 25 | Sat 8 Feb | 151-3 v Littlehampton TownLittlehampton Town 3-1 Sheppey United | Isthmian League - South East Division |
| 26 | Sat 15 Feb | 150-1 v RamsgateSheppey United 0-1 Ramsgate | Isthmian League - South East Division |
| 27 | Sat 1 Mar | 110-0 v Sheppey UnitedSheppey United 0-0 Herne Bay | Isthmian League - South East Division |
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