| 1 | Mon 28 Aug | 10 2-2 v Sheppey UnitedSittingbourne 2-2 Sheppey United | Isthmian League - South East Division |
| 2 | Sat 23 Sep | 9 1-2 v Sheppey UnitedSheppey United 2-1 Sittingbourne | Isuzu FA Trophy Second Qualifying Round |
| 3 | Tue 21 Nov | 100-6 v Three BridgesThree Bridges 6-0 Sheppey United | Isthmian League - South East Division |
| 4 | Sat 25 Nov | 102-2 v Herne BaySheppey United 2-2 Herne Bay | Isthmian League - South East Division |
| 5 | Sat 2 Dec | 104-0 v Erith & BelvedereErith & Belvedere 0-4 Sheppey United | Isthmian League - South East Division |
| 6 | Tue 5 Dec | 100-0 v Burgess Hill TownSheppey United 0-0 Burgess Hill Town | Isthmian League - South East Division |
| 7 | Sat 9 Dec | 10 3-0 v East Grinstead TownSheppey United 3-0 East Grinstead Town | Isthmian League - South East Division |
| 8 | Tue 12 Dec | 106-0 v Littlehampton TownLittlehampton Town 0-6 Sheppey United | Isthmian League - South East Division |
| 9 | Sat 16 Dec | 102-1 v LancingLancing 1-2 Sheppey United | Isthmian League - South East Division |
| 10 | Tue 26 Dec | 103-3 v SittingbourneSheppey United 3-3 Sittingbourne | Isthmian League - South East Division |
| 11 | Sat 30 Dec | 101-0 v Broadbridge HeathSheppey United 1-0 Broadbridge Heath | Isthmian League - South East Division |
| 12 | Mon 1 Jan | 102-2 v Hythe TownHythe Town 2-2 Sheppey United | Isthmian League - South East Division |
| 13 | Sat 6 Jan | 10 1-3 v Chichester CitySheppey United 1-3 Chichester City | Isthmian League - South East Division |
| 14 | Sat 13 Jan | 101-3 v Cray Valley PMCray Valley PM 3-1 Sheppey United | Isthmian League - South East Division |
| 15 | Sat 20 Jan | 102-1 v Littlehampton TownSheppey United 2-1 Littlehampton Town | Isthmian League - South East Division |
| 16 | Sat 27 Jan | 100-0 v RamsgateRamsgate 0-0 Sheppey United | Isthmian League - South East Division |
| 17 | Sat 3 Feb | 101-0 v Three BridgesSheppey United 1-0 Three Bridges | Isthmian League - South East Division |
| 18 | Sat 24 Feb | 100-1 v MersthamSheppey United 0-1 Merstham | Isthmian League - South East Division |
| 19 | Sat 9 Mar | 103-4 v Sevenoaks TownSheppey United 3-4 Sevenoaks Town | Isthmian League - South East Division |
| 20 | Sat 27 Apr | 10 2-1 v East Grinstead TownEast Grinstead Town 1-2 Sheppey United | Isthmian League - South East Division |
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