| 1 | Sat 10 Aug | 192-1 v Three BridgesThree Bridges 1-2 Sheppey United | Isthmian League - South East Division |
| 2 | Sat 17 Aug | 193-0 v North Greenford UnitedNorth Greenford United 0-3 Sheppey United | Emirates FA Cup Preliminary Round |
| 3 | Sat 24 Aug | 193-1 v Sevenoaks TownSheppey United 3-1 Sevenoaks Town | Isthmian League - South East Division |
| 4 | Mon 26 Aug | 194-0 v Hythe TownHythe Town 0-4 Sheppey United | Isthmian League - South East Division |
| 5 | Sat 31 Aug | 191-1 v Hanwell TownSheppey United 1-1 Hanwell Town | Emirates FA Cup First Qualifying Round |
| 6 | Tue 3 Sep | 19 0-6 v Hanwell TownHanwell Town 6-0 Sheppey United | Emirates FA Cup First Qualifying Round Replay |
| 7 | Sat 7 Sep | 192-3 v RamsgateSheppey United 2-3 Ramsgate | Isuzu FA Trophy First Qualifying Round |
| 8 | Tue 17 Sep | 80-0 v Herne BaySheppey United 0-0 Herne Bay | Velocity Cup Second Round |
| 9 | Sat 21 Sep | 82-0 v Steyning Town CommunitySheppey United 2-0 Steyning Town Community | Isthmian League - South East Division |
| 10 | Tue 24 Sep | 81-1 v Hythe TownSheppey United 1-1 Hythe Town | Kent Senior Cup First Round |
| 11 | Sat 28 Sep | 82-0 v Phoenix SportsPhoenix Sports 0-2 Sheppey United | Isthmian League - South East Division |
| 12 | Sat 12 Oct | 80-5 v RamsgateRamsgate 5-0 Sheppey United | Isthmian League - South East Division |
| 13 | Tue 15 Oct | 81-1 v MersthamMerstham 1-1 Sheppey United | Isthmian League - South East Division |
| 14 | Sat 19 Oct | 82-3 v MargateSheppey United 2-3 Margate | Isthmian League - South East Division |
| 15 | Tue 22 Oct | 8 2-0 v Littlehampton TownSheppey United 2-0 Littlehampton Town | Isthmian League - South East Division |
| 16 | Sat 9 Nov | 84-3 v MersthamSheppey United 4-3 Merstham | Isthmian League - South East Division |
| 17 | Sat 16 Nov | 80-3 v Burgess Hill TownBurgess Hill Town 3-0 Sheppey United | Isthmian League - South East Division |
| 18 | Sat 23 Nov | 8 3-1 v Phoenix SportsSheppey United 3-1 Phoenix Sports | Isthmian League - South East Division |
| 19 | Tue 26 Nov | 8 4-2 v MargateMargate 2-4 Sheppey United | Velocity Cup Third Qualifying Round |
| 20 | Sat 30 Nov | 81-0 v Eastbourne TownSheppey United 1-0 Eastbourne Town | Isthmian League - South East Division |
| 21 | Tue 3 Dec | 83-0 v DartfordSheppey United 3-0 Dartford | Velocity Cup Fourth Round |
| 22 | Sat 7 Dec | 80-0 v LancingLancing 0-0 Sheppey United | Isthmian League - South East Division |
| 23 | Sat 14 Dec | 81-2 v Ashford UnitedSheppey United 1-2 Ashford United | Isthmian League - South East Division |
| 24 | Sat 21 Dec | 81-3 v Deal TownDeal Town 3-1 Sheppey United | Isthmian League - South East Division |
| 25 | Thu 26 Dec | 80-4 v SittingbourneSittingbourne 4-0 Sheppey United | Isthmian League - South East Division |
| 26 | Sat 28 Dec | 82-3 v Three BridgesSheppey United 2-3 Three Bridges | Isthmian League - South East Division |
| 27 | Wed 1 Jan | 83-1 v Hythe TownSheppey United 3-1 Hythe Town | Isthmian League - South East Division |
| 28 | Tue 14 Jan | 80-1 v Billericay TownBillericay Town 1-0 Sheppey United | Velocity Cup Quarter Final |
| 29 | Sat 18 Jan | 8 3-2 v Broadbridge HeathSheppey United 3-2 Broadbridge Heath | Isthmian League - South East Division |
| 30 | Tue 21 Jan | 82-2 v Burgess Hill TownSheppey United 2-2 Burgess Hill Town | Isthmian League - South East Division |
| 31 | Sat 25 Jan | 82-2 v Eastbourne TownEastbourne Town 2-2 Sheppey United | Isthmian League - South East Division |
| 32 | Sat 1 Feb | 82-1 v LancingSheppey United 2-1 Lancing | Isthmian League - South East Division |
| 33 | Sat 8 Feb | 81-3 v Littlehampton TownLittlehampton Town 3-1 Sheppey United | Isthmian League - South East Division |
| 34 | Sat 15 Feb | 80-1 v RamsgateSheppey United 0-1 Ramsgate | Isthmian League - South East Division |
| 35 | Tue 18 Feb | 81-2 v East Grinstead TownEast Grinstead Town 2-1 Sheppey United | Isthmian League - South East Division |
| 36 | Sat 22 Feb | 82-3 v MargateMargate 3-2 Sheppey United | Isthmian League - South East Division |
| 37 | Sat 8 Mar | 80-1 v Beckenham TownBeckenham Town 1-0 Sheppey United | Isthmian League - South East Division |
| 38 | Sat 15 Mar | 81-2 v Ashford UnitedAshford United 2-1 Sheppey United | Isthmian League - South East Division |
| 39 | Sat 29 Mar | 84-1 v Broadbridge HeathBroadbridge Heath 1-4 Sheppey United | Isthmian League - South East Division |
| 40 | Sat 5 Apr | 83-1 v East Grinstead TownSheppey United 3-1 East Grinstead Town | Isthmian League - South East Division |
| 41 | Sat 12 Apr | 81-0 v AFC Croydon AthleticSheppey United 1-0 AFC Croydon Athletic | Isthmian League - South East Division |
| 42 | Fri 18 Apr | 83-2 v Steyning Town CommunitySteyning Town Community 2-3 Sheppey United | Isthmian League - South East Division |
| 43 | Mon 21 Apr | 80-0 v SittingbourneSheppey United 0-0 Sittingbourne | Isthmian League - South East Division |
| 44 | Sat 26 Apr | 80-2 v Sevenoaks TownSevenoaks Town 2-0 Sheppey United | Isthmian League - South East Division |
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