| 1 | Sat 9 Aug | 153-1 v Deal TownDeal Town 1-3 Sittingbourne | Isthmian League - South East Division |
| 2 | Tue 12 Aug | 152-1 v MargateSittingbourne 2-1 Margate | Isthmian League - South East Division |
| 3 | Sat 16 Aug | 41-0 v VCD AthleticVCD Athletic 0-1 Sittingbourne | Emirates FA Cup Preliminary Round |
| 4 | Sat 23 Aug | 62-1 v East Grinstead TownSittingbourne 2-1 East Grinstead Town | Isthmian League - South East Division |
| 5 | Mon 25 Aug | 81-2 v Sheppey UnitedSheppey United 2-1 Sittingbourne | Isthmian League - South East Division |
| 6 | Sat 30 Aug | 81-2 v AFC Croydon AthleticSittingbourne 1-2 AFC Croydon Athletic | Emirates FA Cup First Qualifying Round |
| 7 | Sat 25 Oct | 172-1 v Cray Valley PMSittingbourne 2-1 Cray Valley PM | Isuzu FA Trophy First Round |
| 8 | Tue 28 Oct | 40-4 v Crowborough AthleticCrowborough Athletic 4-0 Sittingbourne | Velocity Cup Second Round |
| 9 | Sat 1 Nov | 124-3 v AFC Croydon AthleticSittingbourne 4-3 AFC Croydon Athletic | Isthmian League - South East Division |
| 10 | Wed 5 Nov | 150-1 v Sevenoaks TownSevenoaks Town 1-0 Sittingbourne | Isthmian League - South East Division |
| 11 | Sat 8 Nov | 41-2 v Three BridgesThree Bridges 2-1 Sittingbourne | Isthmian League - South East Division |
| 12 | Tue 11 Nov | 40-1 v MargateMargate 1-0 Sittingbourne | Isthmian League - South East Division |
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