| 1 | Sat 27 Jul | 184-2 v GreenwaysGreenways 2-4 Sheppey Sports | Friendly |
| 2 | Sat 3 Aug | 151-0 v Bridon RopesBridon Ropes 0-1 Sheppey Sports | Southern Counties East League First Division |
| 3 | Sat 10 Aug | 193-4 v Halls AFCSheppey Sports 3-4 Halls AFC | Southern Counties East League First Division |
| 4 | Sat 17 Aug | 170-2 v Lewisham BoroughSheppey Sports 0-2 Lewisham Borough | Southern Counties East League First Division |
| 5 | Sun 25 Aug | 194-0 v Reigate PriorySheppey Sports 4-0 Reigate Priory | Isuzu FA Vase First Qualifying Round |
| 6 | Sat 7 Sep | 190-1 v Staplehurst MonarchsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 7 | Sun 22 Sep | 91-1 v StansfeldSheppey Sports 1-1 Stansfeld | Isuzu FA Vase Second Qualifying Round |
| 8 | Tue 1 Oct | 172-3 v Canterbury CityCanterbury City 3-2 Sheppey Sports | Southern Counties East League First Division |
| 9 | Sat 5 Oct | 191-4 v CroydonCroydon 4-1 Sheppey Sports | Southern Counties East League First Division |
| 10 | Sat 26 Oct | 193-1 v Welling TownSheppey Sports 3-1 Welling Town | Southern Counties East League First Division |
| 11 | Sat 9 Nov | 191-0 v Meridian VPMeridian VP 0-1 Sheppey Sports | Southern Counties East League First Division |
| 12 | Sat 23 Nov | 173-1 v Clapton CommunityClapton Community 1-3 Sheppey Sports | Southern Counties East League First Division |
| 13 | Sat 7 Dec | 191-0 v Soul Tower HamletsSheppey Sports 1-0 Soul Tower Hamlets | Southern Counties East League First Division |
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