| 1 | Tue 9 Jul | 81-0 v Lydd TownSheppey Sports 1-0 Lydd Town | Friendly |
| 2 | Sat 13 Jul | 85-1 v BarkingsideSheppey Sports 5-1 Barkingside | Friendly |
| 3 | Sat 27 Jul | 54-2 v GreenwaysGreenways 2-4 Sheppey Sports | Friendly |
| 4 | Sat 3 Aug | 81-0 v Bridon RopesBridon Ropes 0-1 Sheppey Sports | Southern Counties East League First Division |
| 5 | Sat 10 Aug | 43-4 v Halls AFCSheppey Sports 3-4 Halls AFC | Southern Counties East League First Division |
| 6 | Sun 22 Sep | 41-1 v StansfeldSheppey Sports 1-1 Stansfeld | Isuzu FA Vase Second Qualifying Round |
| 7 | Sat 28 Sep | 43-3 v SC ThamesmeadSheppey Sports 3-3 SC Thamesmead | Southern Counties East League First Division |
| 8 | Tue 1 Oct | 82-3 v Canterbury CityCanterbury City 3-2 Sheppey Sports | Southern Counties East League First Division |
| 9 | Sat 26 Oct | 43-1 v Welling TownSheppey Sports 3-1 Welling Town | Southern Counties East League First Division |
| 10 | Sat 2 Nov | 44-0 v Tooting BecTooting Bec 0-4 Sheppey Sports | Southern Counties East League First Division |
| 11 | Sat 9 Nov | 41-0 v Meridian VPMeridian VP 0-1 Sheppey Sports | Southern Counties East League First Division |
| 12 | Sat 16 Nov | 42-0 v Faversham Strike ForceSheppey Sports 2-0 Faversham Strike Force | Southern Counties East League First Division |
| 13 | Sat 7 Dec | 41-0 v Soul Tower HamletsSheppey Sports 1-0 Soul Tower Hamlets | Southern Counties East League First Division |
| 14 | Sat 14 Dec | 41-3 v Forest Hill ParkForest Hill Park 3-1 Sheppey Sports | Southern Counties East League First Division |
| 15 | Sat 21 Dec | 42-4 v Canterbury CitySheppey Sports 2-4 Canterbury City | Southern Counties East League First Division |
| 16 | Sat 28 Dec | 41-2 v GreenwaysGreenways 2-1 Sheppey Sports | Southern Counties East League First Division |
| 17 | Sat 4 Jan | 45-0 v Staplehurst MonarchsSheppey Sports 5-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 18 | Sat 18 Jan | 41-1 v Soul Tower HamletsSoul Tower Hamlets 1-1 Sheppey Sports | Southern Counties East League First Division |
| 19 | Sat 25 Jan | 41-2 v CroydonSheppey Sports 1-2 Croydon | Southern Counties East League First Division |
| 20 | Sat 1 Feb | 42-1 v Halls AFCHalls AFC 1-2 Sheppey Sports | Southern Counties East League First Division |
| 21 | Sat 8 Feb | 42-2 v Bridon RopesSheppey Sports 2-2 Bridon Ropes | Southern Counties East League First Division |
| 22 | Sat 22 Feb | 43-1 v Meridian VPSheppey Sports 3-1 Meridian VP | Southern Counties East League First Division |
| 23 | Sat 1 Mar | 42-0 v Lewisham BoroughLewisham Borough 0-2 Sheppey Sports | Southern Counties East League First Division |
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