| 1 | Wed 2 Jul | 81-3 v Whitstable TownSheppey Sports 1-3 Whitstable Town | Friendly |
| 2 | Sat 12 Jul | 172-4 v Sheppey UnitedSheppey Sports 2-4 Sheppey United | Friendly |
| 3 | Tue 15 Jul | 152-3 v Hythe TownSheppey Sports 2-3 Hythe Town | Friendly |
| 4 | Sat 19 Jul | 157-3 v CuxtonSheppey Sports 7-3 Cuxton | Friendly |
| 5 | Tue 22 Jul | 151-1 v Kings HillSheppey Sports 1-1 Kings Hill | Friendly |
| 6 | Sat 26 Jul | 84-1 v Borden VillageBorden Village 1-4 Sheppey Sports | Friendly |
| 7 | Sat 9 Aug | 101-3 v AFC Greenwich BoroughAFC Greenwich Borough 3-1 Sheppey Sports | Southern Counties East League First Division |
| 8 | Sat 23 Aug | 100-4 v Soul Tower HamletsSoul Tower Hamlets 4-0 Sheppey Sports | Isuzu FA Vase First Qualifying Round |
| 9 | Mon 25 Aug | 101-1 v Lordswood AFCLordswood AFC 1-1 Sheppey Sports | Southern Counties East League First Division |
| 10 | Sat 30 Aug | 100-0 v SC ThamesmeadSheppey Sports 0-0 SC Thamesmead | Southern Counties East League First Division |
| 11 | Mon 1 Sep | 100-3 v GreenwaysSheppey Sports 0-3 Greenways | Southern Counties East League First Division |
| 12 | Sat 13 Sep | 100-2 v Lewisham BoroughSheppey Sports 0-2 Lewisham Borough | Southern Counties East League First Division |
| 13 | Sat 20 Sep | 102-0 v Banstead AthleticBanstead Athletic 0-2 Sheppey Sports | Southern Counties East League First Division |
| 14 | Sat 4 Oct | 100-4 v Lordswood AFCSheppey Sports 0-4 Lordswood AFC | Southern Counties East League First Division |
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