| 1 | Tue 8 Aug | 11 0-2 v Jersey BullsJersey Bulls 2-0 Sittingbourne | Emirates FA Cup Extra Preliminary Round Replay |
| 2 | Sat 12 Aug | 22-3 v Cray Valley PMSittingbourne 2-3 Cray Valley PM | Isthmian League - South East Division |
| 3 | Tue 15 Aug | 73-3 v Sevenoaks TownSittingbourne 3-3 Sevenoaks Town | Velocity Cup First Round |
| 4 | Sat 26 Aug | 83-0 v HorndeanHorndean 0-3 Sittingbourne | Isthmian League - South East Division |
| 5 | Mon 28 Aug | 142-2 v Sheppey UnitedSittingbourne 2-2 Sheppey United | Isthmian League - South East Division |
| 6 | Sat 2 Sep | 72-1 v Ashford UnitedSittingbourne 2-1 Ashford United | Kent Senior Cup First Round |
| 7 | Sat 9 Sep | 102-1 v Ashford Town (Middx)Sittingbourne 2-1 Ashford Town (Middx) | Isuzu FA Trophy First Qualifying Round |
| 8 | Sat 16 Sep | 71-0 v MersthamMerstham 0-1 Sittingbourne | Isthmian League - South East Division |
| 9 | Tue 19 Sep | 7 1-1 v Hythe TownSittingbourne 1-1 Hythe Town | Velocity Cup Second Round |
| 10 | Sat 23 Sep | 161-2 v Sheppey UnitedSheppey United 2-1 Sittingbourne | Isuzu FA Trophy Second Qualifying Round |
| 11 | Sat 30 Sep | 10 2-2 v Sevenoaks TownSevenoaks Town 2-2 Sittingbourne | Isthmian League - South East Division |
| 12 | Sat 7 Oct | 106-0 v Erith & BelvedereSittingbourne 6-0 Erith & Belvedere | Isthmian League - South East Division |
| 13 | Sat 14 Oct | 101-1 v Burgess Hill TownBurgess Hill Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 14 | Sat 11 Nov | 71-0 v Ashford UnitedSittingbourne 1-0 Ashford United | Isthmian League - South East Division |
| 15 | Sat 18 Nov | 74-1 v Three BridgesSittingbourne 4-1 Three Bridges | Isthmian League - South East Division |
| 16 | Tue 21 Nov | 72-0 v Chichester CityChichester City 0-2 Sittingbourne | Isthmian League - South East Division |
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