| 1 | Wed 2 Jul | 121-3 v Whitstable TownSheppey Sports 1-3 Whitstable Town | Friendly |
| 2 | Sat 12 Jul | 122-4 v Sheppey UnitedSheppey Sports 2-4 Sheppey United | Friendly |
| 3 | Tue 15 Jul | 122-3 v Hythe TownSheppey Sports 2-3 Hythe Town | Friendly |
| 4 | Sat 19 Jul | 127-3 v CuxtonSheppey Sports 7-3 Cuxton | Friendly |
| 5 | Tue 22 Jul | 121-1 v Kings HillSheppey Sports 1-1 Kings Hill | Friendly |
| 6 | Sat 26 Jul | 24-1 v Borden VillageBorden Village 1-4 Sheppey Sports | Friendly |
| 7 | Sat 9 Aug | 121-3 v AFC Greenwich BoroughAFC Greenwich Borough 3-1 Sheppey Sports | Southern Counties East League First Division |
| 8 | Sat 23 Aug | 120-4 v Soul Tower HamletsSoul Tower Hamlets 4-0 Sheppey Sports | Isuzu FA Vase First Qualifying Round |
| 9 | Mon 25 Aug | 121-1 v Lordswood AFCLordswood AFC 1-1 Sheppey Sports | Southern Counties East League First Division |
| 10 | Sat 30 Aug | 120-0 v SC ThamesmeadSheppey Sports 0-0 SC Thamesmead | Southern Counties East League First Division |
| 11 | Mon 1 Sep | 12 0-3 v GreenwaysSheppey Sports 0-3 Greenways | Southern Counties East League First Division |
| 12 | Sat 13 Sep | 120-2 v Lewisham BoroughSheppey Sports 0-2 Lewisham Borough | Southern Counties East League First Division |
| 13 | Sat 27 Sep | 122-2 v Welling TownWelling Town 2-2 Sheppey Sports | Southern Counties East League First Division |
| 14 | Sat 4 Oct | 120-4 v Lordswood AFCSheppey Sports 0-4 Lordswood AFC | Southern Counties East League First Division |
| 15 | Sat 25 Oct | 121-2 v Halls AFCHalls AFC 2-1 Sheppey Sports | Southern Counties East League First Division |
| 16 | Sat 1 Nov | 81-1 v Tooting BecSheppey Sports 1-1 Tooting Bec | Southern Counties East League First Division |
| 17 | Sat 8 Nov | 122-0 v Bridon RopesBridon Ropes 0-2 Sheppey Sports | Southern Counties East League First Division |
| 18 | Sat 15 Nov | 128-1 v Lydd TownSheppey Sports 8-1 Lydd Town | Southern Counties East League First Division |
| 19 | Sat 22 Nov | 122-4 v SE DonsSE Dons 4-2 Sheppey Sports | Southern Counties East League First Division |
| 20 | Sat 29 Nov | 122-0 v Banstead AthleticSheppey Sports 2-0 Banstead Athletic | Southern Counties East League First Division |
| 21 | Sat 6 Dec | 121-1 v FC ElmsteadSheppey Sports 1-1 FC Elmstead | Southern Counties East League First Division |
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