| 1 | Sat 5 Aug | 40-0 v Jersey BullsSittingbourne 0-0 Jersey Bulls | Emirates FA Cup Extra Preliminary Round |
| 2 | Tue 8 Aug | 40-2 v Jersey BullsJersey Bulls 2-0 Sittingbourne | Emirates FA Cup Extra Preliminary Round Replay |
| 3 | Sat 12 Aug | 42-3 v Cray Valley PMSittingbourne 2-3 Cray Valley PM | Isthmian League - South East Division |
| 4 | Sat 26 Aug | 143-0 v HorndeanHorndean 0-3 Sittingbourne | Isthmian League - South East Division |
| 5 | Mon 28 Aug | 82-2 v Sheppey UnitedSittingbourne 2-2 Sheppey United | Isthmian League - South East Division |
| 6 | Sat 2 Sep | 122-1 v Ashford UnitedSittingbourne 2-1 Ashford United | Kent Senior Cup First Round |
| 7 | Sat 9 Sep | 15 2-1 v Ashford Town (Middx)Sittingbourne 2-1 Ashford Town (Middx) | Isuzu FA Trophy First Qualifying Round |
| 8 | Sat 16 Sep | 151-0 v MersthamMerstham 0-1 Sittingbourne | Isthmian League - South East Division |
| 9 | Tue 19 Sep | 61-1 v Hythe TownSittingbourne 1-1 Hythe Town | Velocity Cup Second Round |
| 10 | Sat 30 Sep | 42-2 v Sevenoaks TownSevenoaks Town 2-2 Sittingbourne | Isthmian League - South East Division |
| 11 | Sat 7 Oct | 46-0 v Erith & BelvedereSittingbourne 6-0 Erith & Belvedere | Isthmian League - South East Division |
| 12 | Tue 10 Oct | 42-0 v Herne BaySittingbourne 2-0 Herne Bay | Isthmian League - South East Division |
| 13 | Sat 14 Oct | 41-1 v Burgess Hill TownBurgess Hill Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 14 | Sat 11 Nov | 41-0 v Ashford UnitedSittingbourne 1-0 Ashford United | Isthmian League - South East Division |
| 15 | Sat 18 Nov | 44-1 v Three BridgesSittingbourne 4-1 Three Bridges | Isthmian League - South East Division |
| 16 | Tue 21 Nov | 42-0 v Chichester CityChichester City 0-2 Sittingbourne | Isthmian League - South East Division |
| 17 | Sat 25 Nov | 40-0 v LancingLancing 0-0 Sittingbourne | Isthmian League - South East Division |
| 18 | Tue 28 Nov | 40-1 v Hythe TownSittingbourne 0-1 Hythe Town | Isthmian League - South East Division |
| 19 | Sat 16 Dec | 43-0 v MersthamSittingbourne 3-0 Merstham | Isthmian League - South East Division |
| 20 | Tue 26 Dec | 4 3-3 v Sheppey UnitedSheppey United 3-3 Sittingbourne | Isthmian League - South East Division |
| 21 | Sat 30 Dec | 42-2 v Cray Valley PMCray Valley PM 2-2 Sittingbourne | Isthmian League - South East Division |
| 22 | Mon 1 Jan | 42-3 v RamsgateSittingbourne 2-3 Ramsgate | Isthmian League - South East Division |
| 23 | Sat 6 Jan | 44-0 v Beckenham TownSittingbourne 4-0 Beckenham Town | Isthmian League - South East Division |
| 24 | Sat 13 Jan | 42-0 v Broadbridge HeathBroadbridge Heath 0-2 Sittingbourne | Isthmian League - South East Division |
| 25 | Sat 27 Jan | 43-0 v Herne BayHerne Bay 0-3 Sittingbourne | Isthmian League - South East Division |
| 26 | Tue 30 Jan | 42-1 v East Grinstead TownEast Grinstead Town 1-2 Sittingbourne | Isthmian League - South East Division |
| 27 | Sat 3 Feb | 45-0 v Burgess Hill TownSittingbourne 5-0 Burgess Hill Town | Isthmian League - South East Division |
| 28 | Tue 6 Feb | 42-1 v Sevenoaks TownSittingbourne 2-1 Sevenoaks Town | Isthmian League - South East Division |
| 29 | Sun 11 Feb | 44-0 v Erith & BelvedereErith & Belvedere 0-4 Sittingbourne | Isthmian League - South East Division |
| 30 | Sat 17 Feb | 40-3 v Chichester CitySittingbourne 0-3 Chichester City | Isthmian League - South East Division |
| 31 | Sat 2 Mar | 4 2-0 v East Grinstead TownSittingbourne 2-0 East Grinstead Town | Isthmian League - South East Division |
| 32 | Sat 9 Mar | 45-1 v Ashford UnitedAshford United 1-5 Sittingbourne | Isthmian League - South East Division |
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