| 1 | Tue 9 Jul | 171-0 v Lydd TownSheppey Sports 1-0 Lydd Town | Friendly |
| 2 | Sat 13 Jul | 175-1 v BarkingsideSheppey Sports 5-1 Barkingside | Friendly |
| 3 | Sat 17 Aug | 80-2 v Lewisham BoroughSheppey Sports 0-2 Lewisham Borough | Southern Counties East League First Division |
| 4 | Sun 25 Aug | 84-0 v Reigate PriorySheppey Sports 4-0 Reigate Priory | Isuzu FA Vase First Qualifying Round |
| 5 | Sat 31 Aug | 8 0-4 v Lydd TownLydd Town 4-0 Sheppey Sports | P&Co SCEFL Challenge Cup First Round |
| 6 | Sat 7 Sep | 80-1 v Staplehurst MonarchsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 7 | Sun 22 Sep | 8 1-1 v StansfeldSheppey Sports 1-1 Stansfeld | Isuzu FA Vase Second Qualifying Round |
| 8 | Sat 28 Sep | 8 3-3 v SC ThamesmeadSheppey Sports 3-3 SC Thamesmead | Southern Counties East League First Division |
| 9 | Sat 5 Oct | 8 1-4 v CroydonCroydon 4-1 Sheppey Sports | Southern Counties East League First Division |
| 10 | Sat 12 Oct | 82-1 v FC ElmsteadFC Elmstead 1-2 Sheppey Sports | Southern Counties East League First Division |
| 11 | Sat 26 Oct | 83-1 v Welling TownSheppey Sports 3-1 Welling Town | Southern Counties East League First Division |
| 12 | Sat 9 Nov | 81-0 v Meridian VPMeridian VP 0-1 Sheppey Sports | Southern Counties East League First Division |
| 13 | Sat 16 Nov | 8 2-0 v Faversham Strike ForceSheppey Sports 2-0 Faversham Strike Force | Southern Counties East League First Division |
| 14 | Sat 23 Nov | 8 3-1 v Clapton CommunityClapton Community 1-3 Sheppey Sports | Southern Counties East League First Division |
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