| 1 | Tue 9 Jul | 261-0 v Lydd TownSheppey Sports 1-0 Lydd Town | Friendly |
| 2 | Sat 13 Jul | 65-1 v BarkingsideSheppey Sports 5-1 Barkingside | Friendly |
| 3 | Sat 27 Jul | 204-2 v GreenwaysGreenways 2-4 Sheppey Sports | Friendly |
| 4 | Sat 3 Aug | 161-0 v Bridon RopesBridon Ropes 0-1 Sheppey Sports | Southern Counties East League First Division |
| 5 | Sat 10 Aug | 163-4 v Halls AFCSheppey Sports 3-4 Halls AFC | Southern Counties East League First Division |
| 6 | Sat 17 Aug | 160-2 v Lewisham BoroughSheppey Sports 0-2 Lewisham Borough | Southern Counties East League First Division |
| 7 | Sun 25 Aug | 164-0 v Reigate PriorySheppey Sports 4-0 Reigate Priory | Isuzu FA Vase First Qualifying Round |
| 8 | Sat 31 Aug | 160-4 v Lydd TownLydd Town 4-0 Sheppey Sports | P&Co SCEFL Challenge Cup First Round |
| 9 | Sat 7 Sep | 160-1 v Staplehurst MonarchsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 10 | Sun 22 Sep | 161-1 v StansfeldSheppey Sports 1-1 Stansfeld | Isuzu FA Vase Second Qualifying Round |
| 11 | Sat 5 Oct | 161-4 v CroydonCroydon 4-1 Sheppey Sports | Southern Counties East League First Division |
| 12 | Sat 26 Oct | 163-1 v Welling TownSheppey Sports 3-1 Welling Town | Southern Counties East League First Division |
| 13 | Sat 9 Nov | 161-0 v Meridian VPMeridian VP 0-1 Sheppey Sports | Southern Counties East League First Division |
| 14 | Sat 21 Dec | 162-4 v Canterbury CitySheppey Sports 2-4 Canterbury City | Southern Counties East League First Division |
| 15 | Sat 18 Jan | 161-1 v Soul Tower HamletsSoul Tower Hamlets 1-1 Sheppey Sports | Southern Counties East League First Division |
| 16 | Sat 1 Feb | 62-1 v Halls AFCHalls AFC 1-2 Sheppey Sports | Southern Counties East League First Division |
| 17 | Sat 22 Feb | 163-1 v Meridian VPSheppey Sports 3-1 Meridian VP | Southern Counties East League First Division |
| 18 | Tue 25 Mar | 163-1 v Rochester UnitedSheppey Sports 3-1 Rochester United | Southern Counties East League First Division |
| 19 | Sat 29 Mar | 165-1 v Clapton CommunitySheppey Sports 5-1 Clapton Community | Southern Counties East League First Division |
| 20 | Mon 21 Apr | 162-4 v Rochester UnitedRochester United 4-2 Sheppey Sports | Southern Counties East League First Division |
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