| 1 | Sat 4 Oct | 151-1 v HassocksHassocks 1-1 Sheppey United | Isthmian League - South East Division |
| 2 | Sat 1 Nov | 163-1 v Deal TownDeal Town 1-3 Sheppey United | Isthmian League - South East Division |
| 3 | Tue 4 Nov | 151-1 v Crowborough AthleticSheppey United 1-1 Crowborough Athletic | Velocity Cup Third Round |
| 4 | Sat 8 Nov | 151-1 v MersthamSheppey United 1-1 Merstham | Isthmian League - South East Division |
| 5 | Sat 15 Nov | 153-1 v Crowborough AthleticCrowborough Athletic 1-3 Sheppey United | Isthmian League - South East Division |
| 6 | Sat 29 Nov | 151-1 v Ashford UnitedAshford United 1-1 Sheppey United | Isthmian League - South East Division |
| 7 | Sat 6 Dec | 150-4 v AFC WhyteleafeAFC Whyteleafe 4-0 Sheppey United | Isthmian League - South East Division |
| 8 | Sat 13 Dec | 154-2 v VCD AthleticSheppey United 4-2 VCD Athletic | Isthmian League - South East Division |
| 9 | Sat 20 Dec | 152-3 v Hastings UnitedHastings United 3-2 Sheppey United | Isthmian League - South East Division |
| 10 | Sat 27 Dec | 151-2 v Faversham TownSheppey United 1-2 Faversham Town | Isthmian League - South East Division |
| 11 | Fri 3 Apr | 151-2 v Three BridgesSheppey United 1-2 Three Bridges | Isthmian League - South East Division |
| 12 | Mon 6 Apr | 15 0-3 v Faversham TownFaversham Town 3-0 Sheppey United | Isthmian League - South East Division |
| 13 | Sat 11 Apr | 151-6 v Sevenoaks TownSheppey United 1-6 Sevenoaks Town | Isthmian League - South East Division |
| 14 | Sat 18 Apr | 151-2 v Crowborough AthleticSheppey United 1-2 Crowborough Athletic | Isthmian League - South East Division |
| 15 | Sat 25 Apr | 152-2 v AFC Croydon AthleticAFC Croydon Athletic 2-2 Sheppey United | Isthmian League - South East Division |
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