| 1 | Sat 31 Aug | 130-4 v Lydd TownLydd Town 4-0 Sheppey Sports | P&Co SCEFL Challenge Cup First Round |
| 2 | Sun 22 Sep | 131-1 v StansfeldSheppey Sports 1-1 Stansfeld | Isuzu FA Vase Second Qualifying Round |
| 3 | Tue 1 Oct | 12-3 v Canterbury CityCanterbury City 3-2 Sheppey Sports | Southern Counties East League First Division |
| 4 | Sat 5 Oct | 11-4 v CroydonCroydon 4-1 Sheppey Sports | Southern Counties East League First Division |
| 5 | Sat 12 Oct | 132-1 v FC ElmsteadFC Elmstead 1-2 Sheppey Sports | Southern Counties East League First Division |
| 6 | Sat 26 Oct | 133-1 v Welling TownSheppey Sports 3-1 Welling Town | Southern Counties East League First Division |
| 7 | Sat 2 Nov | 14-0 v Tooting BecTooting Bec 0-4 Sheppey Sports | Southern Counties East League First Division |
| 8 | Sat 9 Nov | 11-0 v Meridian VPMeridian VP 0-1 Sheppey Sports | Southern Counties East League First Division |
| 9 | Sat 16 Nov | 12-0 v Faversham Strike ForceSheppey Sports 2-0 Faversham Strike Force | Southern Counties East League First Division |
| 10 | Sat 23 Nov | 13-1 v Clapton CommunityClapton Community 1-3 Sheppey Sports | Southern Counties East League First Division |
| 11 | Sat 7 Dec | 11-0 v Soul Tower HamletsSheppey Sports 1-0 Soul Tower Hamlets | Southern Counties East League First Division |
| 12 | Sat 14 Dec | 11-3 v Forest Hill ParkForest Hill Park 3-1 Sheppey Sports | Southern Counties East League First Division |
| 13 | Sat 21 Dec | 12-4 v Canterbury CitySheppey Sports 2-4 Canterbury City | Southern Counties East League First Division |
| 14 | Sat 28 Dec | 11-2 v GreenwaysGreenways 2-1 Sheppey Sports | Southern Counties East League First Division |
| 15 | Sat 4 Jan | 15-0 v Staplehurst MonarchsSheppey Sports 5-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 16 | Sat 18 Jan | 11-1 v Soul Tower HamletsSoul Tower Hamlets 1-1 Sheppey Sports | Southern Counties East League First Division |
| 17 | Sat 25 Jan | 1 1-2 v CroydonSheppey Sports 1-2 Croydon | Southern Counties East League First Division |
| 18 | Sat 1 Feb | 12-1 v Halls AFCHalls AFC 1-2 Sheppey Sports | Southern Counties East League First Division |
| 19 | Sat 8 Feb | 12-2 v Bridon RopesSheppey Sports 2-2 Bridon Ropes | Southern Counties East League First Division |
| 20 | Sat 22 Feb | 13-1 v Meridian VPSheppey Sports 3-1 Meridian VP | Southern Counties East League First Division |
| 21 | Sat 1 Mar | 12-0 v Lewisham BoroughLewisham Borough 0-2 Sheppey Sports | Southern Counties East League First Division |
| 22 | Sat 8 Mar | 11-1 v Forest Hill ParkSheppey Sports 1-1 Forest Hill Park | Southern Counties East League First Division |
| 23 | Sat 15 Mar | 13-1 v Welling TownWelling Town 1-3 Sheppey Sports | Southern Counties East League First Division |
| 24 | Tue 25 Mar | 13-1 v Rochester UnitedSheppey Sports 3-1 Rochester United | Southern Counties East League First Division |
| 25 | Sat 29 Mar | 15-1 v Clapton CommunitySheppey Sports 5-1 Clapton Community | Southern Counties East League First Division |
| 26 | Sat 5 Apr | 132-2 v SC ThamesmeadSC Thamesmead 2-2 Sheppey Sports | Southern Counties East League First Division |
| 27 | Sat 12 Apr | 13-3 v Faversham Strike ForceFaversham Strike Force 3-3 Sheppey Sports | Southern Counties East League First Division |
| 28 | Sat 19 Apr | 15-2 v GreenwaysSheppey Sports 5-2 Greenways | Southern Counties East League First Division |
| 29 | Mon 21 Apr | 12-4 v Rochester UnitedRochester United 4-2 Sheppey Sports | Southern Counties East League First Division |
| 30 | Sat 26 Apr | 14-1 v FC ElmsteadSheppey Sports 4-1 FC Elmstead | Southern Counties East League First Division |
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