| 1 | Wed 2 Jul | 111-3 v Whitstable TownSheppey Sports 1-3 Whitstable Town | Friendly |
| 2 | Sat 12 Jul | 112-4 v Sheppey UnitedSheppey Sports 2-4 Sheppey United | Friendly |
| 3 | Tue 15 Jul | 112-3 v Hythe TownSheppey Sports 2-3 Hythe Town | Friendly |
| 4 | Tue 22 Jul | 111-1 v Kings HillSheppey Sports 1-1 Kings Hill | Friendly |
| 5 | Sat 26 Jul | 74-1 v Borden VillageBorden Village 1-4 Sheppey Sports | Friendly |
| 6 | Sat 9 Aug | 111-3 v AFC Greenwich BoroughAFC Greenwich Borough 3-1 Sheppey Sports | Southern Counties East League First Division |
| 7 | Sat 23 Aug | 110-4 v Soul Tower HamletsSoul Tower Hamlets 4-0 Sheppey Sports | Isuzu FA Vase First Qualifying Round |
| 8 | Mon 25 Aug | 11 1-1 v Lordswood AFCLordswood AFC 1-1 Sheppey Sports | Southern Counties East League First Division |
| 9 | Sat 30 Aug | 110-0 v SC ThamesmeadSheppey Sports 0-0 SC Thamesmead | Southern Counties East League First Division |
| 10 | Mon 1 Sep | 110-3 v GreenwaysSheppey Sports 0-3 Greenways | Southern Counties East League First Division |
| 11 | Sat 13 Sep | 110-2 v Lewisham BoroughSheppey Sports 0-2 Lewisham Borough | Southern Counties East League First Division |
| 12 | Sat 20 Sep | 11 2-0 v Banstead AthleticBanstead Athletic 0-2 Sheppey Sports | Southern Counties East League First Division |
| 13 | Sat 27 Sep | 112-2 v Welling TownWelling Town 2-2 Sheppey Sports | Southern Counties East League First Division |
| 14 | Sat 4 Oct | 110-4 v Lordswood AFCSheppey Sports 0-4 Lordswood AFC | Southern Counties East League First Division |
| 15 | Sat 15 Nov | 118-1 v Lydd TownSheppey Sports 8-1 Lydd Town | Southern Counties East League First Division |
| 16 | Sat 29 Nov | 11 2-0 v Banstead AthleticSheppey Sports 2-0 Banstead Athletic | Southern Counties East League First Division |
| 17 | Sat 6 Dec | 111-1 v FC ElmsteadSheppey Sports 1-1 FC Elmstead | Southern Counties East League First Division |
| 18 | Sat 20 Dec | 102-4 v Staplehurst MonarchsSheppey Sports 2-4 Staplehurst Monarchs | Southern Counties East League First Division |
| 19 | Sat 3 Jan | 118-4 v Chessington & Hook UnitedSheppey Sports 8-4 Chessington & Hook United | Southern Counties East League First Division |
| 20 | Sat 17 Jan | 11 2-1 v Rochester UnitedRochester United 1-2 Sheppey Sports | Southern Counties East League First Division |
| 21 | Sat 31 Jan | 11 2-3 v CroydonCroydon 3-2 Sheppey Sports | Southern Counties East League First Division |
| 22 | Sat 7 Feb | 113-1 v Bridon RopesSheppey Sports 3-1 Bridon Ropes | Southern Counties East League First Division |
| 23 | Sat 14 Feb | 111-3 v Lydd TownLydd Town 3-1 Sheppey Sports | Southern Counties East League First Division |
| 24 | Sat 21 Feb | 122-2 v Halls AFCSheppey Sports 2-2 Halls AFC | Southern Counties East League First Division |
| 25 | Sat 28 Feb | 111-1 v Staplehurst MonarchsStaplehurst Monarchs 1-1 Sheppey Sports | Southern Counties East League First Division |
| 26 | Sat 14 Mar | 110-8 v AFC Greenwich BoroughSheppey Sports 0-8 AFC Greenwich Borough | Southern Counties East League First Division |
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