| 1 | Sat 12 Aug | 52-2 v Broadbridge HeathBroadbridge Heath 2-2 Sheppey United | Isthmian League - South East Division |
| 2 | Sat 19 Aug | 53-0 v Midhurst & EasebourneSheppey United 3-0 Midhurst & Easebourne | Emirates FA Cup Preliminary Round |
| 3 | Sat 11 Nov | 51-0 v Sevenoaks TownSevenoaks Town 0-1 Sheppey United | Isthmian League - South East Division |
| 4 | Tue 14 Nov | 5 0-1 v RamsgateSheppey United 0-1 Ramsgate | Isthmian League - South East Division |
| 5 | Sat 18 Nov | 52-3 v Ashford UnitedAshford United 3-2 Sheppey United | Isthmian League - South East Division |
| 6 | Tue 21 Nov | 50-6 v Three BridgesThree Bridges 6-0 Sheppey United | Isthmian League - South East Division |
| 7 | Sat 2 Dec | 54-0 v Erith & BelvedereErith & Belvedere 0-4 Sheppey United | Isthmian League - South East Division |
| 8 | Tue 5 Dec | 50-0 v Burgess Hill TownSheppey United 0-0 Burgess Hill Town | Isthmian League - South East Division |
| 9 | Sat 9 Dec | 53-0 v East Grinstead TownSheppey United 3-0 East Grinstead Town | Isthmian League - South East Division |
| 10 | Tue 12 Dec | 56-0 v Littlehampton TownLittlehampton Town 0-6 Sheppey United | Isthmian League - South East Division |
| 11 | Sat 16 Dec | 52-1 v LancingLancing 1-2 Sheppey United | Isthmian League - South East Division |
| 12 | Tue 26 Dec | 53-3 v SittingbourneSheppey United 3-3 Sittingbourne | Isthmian League - South East Division |
| 13 | Sat 30 Dec | 51-0 v Broadbridge HeathSheppey United 1-0 Broadbridge Heath | Isthmian League - South East Division |
| 14 | Mon 1 Jan | 52-2 v Hythe TownHythe Town 2-2 Sheppey United | Isthmian League - South East Division |
| 15 | Sat 20 Jan | 5 2-1 v Littlehampton TownSheppey United 2-1 Littlehampton Town | Isthmian League - South East Division |
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