| 1 | Tue 9 Jul | 491-0 v Lydd TownSheppey Sports 1-0 Lydd Town | Friendly |
| 2 | Sat 13 Jul | 315-1 v BarkingsideSheppey Sports 5-1 Barkingside | Friendly |
| 3 | Sat 27 Jul | 194-2 v GreenwaysGreenways 2-4 Sheppey Sports | Friendly |
| 4 | Sat 3 Aug | 91-0 v Bridon RopesBridon Ropes 0-1 Sheppey Sports | Southern Counties East League First Division |
| 5 | Sat 10 Aug | 93-4 v Halls AFCSheppey Sports 3-4 Halls AFC | Southern Counties East League First Division |
| 6 | Sat 17 Aug | 90-2 v Lewisham BoroughSheppey Sports 0-2 Lewisham Borough | Southern Counties East League First Division |
| 7 | Sun 25 Aug | 94-0 v Reigate PriorySheppey Sports 4-0 Reigate Priory | Isuzu FA Vase First Qualifying Round |
| 8 | Sat 31 Aug | 90-4 v Lydd TownLydd Town 4-0 Sheppey Sports | P&Co SCEFL Challenge Cup First Round |
| 9 | Sat 7 Sep | 90-1 v Staplehurst MonarchsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 10 | Sun 22 Sep | 51-1 v StansfeldSheppey Sports 1-1 Stansfeld | Isuzu FA Vase Second Qualifying Round |
| 11 | Sat 28 Sep | 93-3 v SC ThamesmeadSheppey Sports 3-3 SC Thamesmead | Southern Counties East League First Division |
| 12 | Tue 1 Oct | 92-3 v Canterbury CityCanterbury City 3-2 Sheppey Sports | Southern Counties East League First Division |
| 13 | Sat 5 Oct | 91-4 v CroydonCroydon 4-1 Sheppey Sports | Southern Counties East League First Division |
| 14 | Sat 26 Oct | 15 3-1 v Welling TownSheppey Sports 3-1 Welling Town | Southern Counties East League First Division |
| 15 | Sat 2 Nov | 94-0 v Tooting BecTooting Bec 0-4 Sheppey Sports | Southern Counties East League First Division |
| 16 | Sat 9 Nov | 91-0 v Meridian VPMeridian VP 0-1 Sheppey Sports | Southern Counties East League First Division |
| 17 | Sat 16 Nov | 92-0 v Faversham Strike ForceSheppey Sports 2-0 Faversham Strike Force | Southern Counties East League First Division |
| 18 | Sat 7 Dec | 151-0 v Soul Tower HamletsSheppey Sports 1-0 Soul Tower Hamlets | Southern Counties East League First Division |
| 19 | Sat 14 Dec | 151-3 v Forest Hill ParkForest Hill Park 3-1 Sheppey Sports | Southern Counties East League First Division |
| 20 | Sat 21 Dec | 5 2-4 v Canterbury CitySheppey Sports 2-4 Canterbury City | Southern Counties East League First Division |
| 21 | Sat 28 Dec | 51-2 v GreenwaysGreenways 2-1 Sheppey Sports | Southern Counties East League First Division |
| 22 | Sat 4 Jan | 55-0 v Staplehurst MonarchsSheppey Sports 5-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 23 | Sat 18 Jan | 51-1 v Soul Tower HamletsSoul Tower Hamlets 1-1 Sheppey Sports | Southern Counties East League First Division |
| 24 | Sat 25 Jan | 51-2 v CroydonSheppey Sports 1-2 Croydon | Southern Counties East League First Division |
| 25 | Sat 1 Feb | 52-1 v Halls AFCHalls AFC 1-2 Sheppey Sports | Southern Counties East League First Division |
| 26 | Sat 8 Feb | 52-2 v Bridon RopesSheppey Sports 2-2 Bridon Ropes | Southern Counties East League First Division |
| 27 | Sat 22 Feb | 53-1 v Meridian VPSheppey Sports 3-1 Meridian VP | Southern Counties East League First Division |
| 28 | Sat 1 Mar | 52-0 v Lewisham BoroughLewisham Borough 0-2 Sheppey Sports | Southern Counties East League First Division |
| 29 | Sat 8 Mar | 51-1 v Forest Hill ParkSheppey Sports 1-1 Forest Hill Park | Southern Counties East League First Division |
| 30 | Sat 15 Mar | 53-1 v Welling TownWelling Town 1-3 Sheppey Sports | Southern Counties East League First Division |
| 31 | Tue 25 Mar | 53-1 v Rochester UnitedSheppey Sports 3-1 Rochester United | Southern Counties East League First Division |
| 32 | Sat 29 Mar | 5 5-1 v Clapton CommunitySheppey Sports 5-1 Clapton Community | Southern Counties East League First Division |
| 33 | Sat 5 Apr | 52-2 v SC ThamesmeadSC Thamesmead 2-2 Sheppey Sports | Southern Counties East League First Division |
| 34 | Sat 12 Apr | 53-3 v Faversham Strike ForceFaversham Strike Force 3-3 Sheppey Sports | Southern Counties East League First Division |
| 35 | Sat 19 Apr | 5 5-2 v GreenwaysSheppey Sports 5-2 Greenways | Southern Counties East League First Division |
| 36 | Mon 21 Apr | 52-4 v Rochester UnitedRochester United 4-2 Sheppey Sports | Southern Counties East League First Division |
| 37 | Sat 26 Apr | 54-1 v FC ElmsteadSheppey Sports 4-1 FC Elmstead | Southern Counties East League First Division |
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