| 1 | Sat 12 Aug | 62-2 v Broadbridge HeathBroadbridge Heath 2-2 Sheppey United | Isthmian League - South East Division |
| 2 | Sat 19 Aug | 63-0 v Midhurst & EasebourneSheppey United 3-0 Midhurst & Easebourne | Emirates FA Cup Preliminary Round |
| 3 | Sat 26 Aug | 64-0 v Phoenix SportsSheppey United 4-0 Phoenix Sports | Isthmian League - South East Division |
| 4 | Mon 28 Aug | 62-2 v SittingbourneSittingbourne 2-2 Sheppey United | Isthmian League - South East Division |
| 5 | Sat 2 Sep | 63-1 v KenningtonSheppey United 3-1 Kennington | Emirates FA Cup First Qualifying Round |
| 6 | Sat 9 Sep | 6 1-0 v East Grinstead TownEast Grinstead Town 0-1 Sheppey United | Isuzu FA Trophy First Qualifying Round |
| 7 | Sat 16 Sep | 63-0 v Burgess Hill TownSheppey United 3-0 Burgess Hill Town | Emirates FA Cup Second Qualifying Round |
| 8 | Tue 19 Sep | 61-2 v Herne BaySheppey United 1-2 Herne Bay | Velocity Cup Second Round |
| 9 | Sat 23 Sep | 62-1 v SittingbourneSheppey United 2-1 Sittingbourne | Isuzu FA Trophy Second Qualifying Round |
| 10 | Sat 30 Sep | 6 4-1 v Merthyr TownMerthyr Town 1-4 Sheppey United | Emirates FA Cup Third Qualifying Round |
| 11 | Sat 7 Oct | 61-4 v RamsgateRamsgate 4-1 Sheppey United | Isuzu FA Trophy Third Qualifying Round |
| 12 | Sat 14 Oct | 6 1-1 v Billericay TownBillericay Town 1-1 Sheppey United | Emirates FA Cup Fourth Qualifying Round |
| 13 | Tue 17 Oct | 61-1 v Billericay TownSheppey United 1-1 Billericay Town | Emirates FA Cup Fourth Qualifying Round Replay |
| 14 | Sat 21 Oct | 62-3 v HorndeanSheppey United 2-3 Horndean | Isthmian League - South East Division |
| 15 | Sat 28 Oct | 62-3 v MersthamMerstham 3-2 Sheppey United | Isthmian League - South East Division |
| 16 | Fri 3 Nov | 61-4 v WalsallSheppey United 1-4 Walsall | Emirates FA Cup First Round |
| 17 | Tue 7 Nov | 62-0 v Beckenham TownSheppey United 2-0 Beckenham Town | Isthmian League - South East Division |
| 18 | Sat 11 Nov | 61-0 v Sevenoaks TownSevenoaks Town 0-1 Sheppey United | Isthmian League - South East Division |
| 19 | Tue 14 Nov | 6 0-1 v RamsgateSheppey United 0-1 Ramsgate | Isthmian League - South East Division |
| 20 | Sat 18 Nov | 62-3 v Ashford UnitedAshford United 3-2 Sheppey United | Isthmian League - South East Division |
| 21 | Tue 21 Nov | 60-6 v Three BridgesThree Bridges 6-0 Sheppey United | Isthmian League - South East Division |
| 22 | Sat 25 Nov | 62-2 v Herne BaySheppey United 2-2 Herne Bay | Isthmian League - South East Division |
| 23 | Sat 2 Dec | 64-0 v Erith & BelvedereErith & Belvedere 0-4 Sheppey United | Isthmian League - South East Division |
| 24 | Tue 5 Dec | 60-0 v Burgess Hill TownSheppey United 0-0 Burgess Hill Town | Isthmian League - South East Division |
| 25 | Sat 9 Dec | 63-0 v East Grinstead TownSheppey United 3-0 East Grinstead Town | Isthmian League - South East Division |
| 26 | Tue 12 Dec | 66-0 v Littlehampton TownLittlehampton Town 0-6 Sheppey United | Isthmian League - South East Division |
| 27 | Sat 16 Dec | 62-1 v LancingLancing 1-2 Sheppey United | Isthmian League - South East Division |
| 28 | Tue 26 Dec | 6 3-3 v SittingbourneSheppey United 3-3 Sittingbourne | Isthmian League - South East Division |
| 29 | Sat 30 Dec | 6 1-0 v Broadbridge HeathSheppey United 1-0 Broadbridge Heath | Isthmian League - South East Division |
| 30 | Mon 1 Jan | 62-2 v Hythe TownHythe Town 2-2 Sheppey United | Isthmian League - South East Division |
| 31 | Sat 6 Jan | 61-3 v Chichester CitySheppey United 1-3 Chichester City | Isthmian League - South East Division |
| 32 | Sat 13 Jan | 61-3 v Cray Valley PMCray Valley PM 3-1 Sheppey United | Isthmian League - South East Division |
| 33 | Sat 20 Jan | 62-1 v Littlehampton TownSheppey United 2-1 Littlehampton Town | Isthmian League - South East Division |
| 34 | Sat 27 Jan | 60-0 v RamsgateRamsgate 0-0 Sheppey United | Isthmian League - South East Division |
| 35 | Sat 3 Feb | 61-0 v Three BridgesSheppey United 1-0 Three Bridges | Isthmian League - South East Division |
| 36 | Sat 24 Feb | 60-1 v MersthamSheppey United 0-1 Merstham | Isthmian League - South East Division |
| 37 | Sat 9 Mar | 6 3-4 v Sevenoaks TownSheppey United 3-4 Sevenoaks Town | Isthmian League - South East Division |
| 38 | Sat 23 Mar | 6 0-2 v Chichester CityChichester City 2-0 Sheppey United | Isthmian League - South East Division |
| 39 | Sat 30 Mar | 61-3 v Phoenix SportsPhoenix Sports 3-1 Sheppey United | Isthmian League - South East Division |
| 40 | Mon 1 Apr | 63-0 v Hythe TownSheppey United 3-0 Hythe Town | Isthmian League - South East Division |
| 41 | Sat 6 Apr | 65-1 v Ashford UnitedSheppey United 5-1 Ashford United | Isthmian League - South East Division |
| 42 | Tue 9 Apr | 62-4 v Beckenham TownBeckenham Town 4-2 Sheppey United | Isthmian League - South East Division |
| 43 | Thu 11 Apr | 65-2 v HorndeanHorndean 2-5 Sheppey United | Isthmian League - South East Division |
| 44 | Tue 16 Apr | 62-1 v Burgess Hill TownBurgess Hill Town 1-2 Sheppey United | Isthmian League - South East Division |
| 45 | Sat 20 Apr | 63-0 v Erith & BelvedereSheppey United 3-0 Erith & Belvedere | Isthmian League - South East Division |
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