| 1 | Sat 5 Aug | 80-0 v Jersey BullsSittingbourne 0-0 Jersey Bulls | Emirates FA Cup Extra Preliminary Round |
| 2 | Tue 8 Aug | 8 0-2 v Jersey BullsJersey Bulls 2-0 Sittingbourne | Emirates FA Cup Extra Preliminary Round Replay |
| 3 | Sat 12 Aug | 82-3 v Cray Valley PMSittingbourne 2-3 Cray Valley PM | Isthmian League - South East Division |
| 4 | Sat 26 Aug | 43-0 v HorndeanHorndean 0-3 Sittingbourne | Isthmian League - South East Division |
| 5 | Mon 28 Aug | 4 2-2 v Sheppey UnitedSittingbourne 2-2 Sheppey United | Isthmian League - South East Division |
| 6 | Sat 2 Sep | 82-1 v Ashford UnitedSittingbourne 2-1 Ashford United | Kent Senior Cup First Round |
| 7 | Sat 9 Sep | 42-1 v Ashford Town (Middx)Sittingbourne 2-1 Ashford Town (Middx) | Isuzu FA Trophy First Qualifying Round |
| 8 | Sat 16 Sep | 4 1-0 v MersthamMerstham 0-1 Sittingbourne | Isthmian League - South East Division |
| 9 | Tue 19 Sep | 161-1 v Hythe TownSittingbourne 1-1 Hythe Town | Velocity Cup Second Round |
| 10 | Sat 23 Sep | 41-2 v Sheppey UnitedSheppey United 2-1 Sittingbourne | Isuzu FA Trophy Second Qualifying Round |
| 11 | Sat 30 Sep | 152-2 v Sevenoaks TownSevenoaks Town 2-2 Sittingbourne | Isthmian League - South East Division |
| 12 | Tue 10 Oct | 102-0 v Herne BaySittingbourne 2-0 Herne Bay | Isthmian League - South East Division |
| 13 | Sat 14 Oct | 15 1-1 v Burgess Hill TownBurgess Hill Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 14 | Sat 18 Nov | 144-1 v Three BridgesSittingbourne 4-1 Three Bridges | Isthmian League - South East Division |
| 15 | Tue 21 Nov | 142-0 v Chichester CityChichester City 0-2 Sittingbourne | Isthmian League - South East Division |
| 16 | Sat 25 Nov | 140-0 v LancingLancing 0-0 Sittingbourne | Isthmian League - South East Division |
| 17 | Tue 28 Nov | 70-1 v Hythe TownSittingbourne 0-1 Hythe Town | Isthmian League - South East Division |
| 18 | Sat 2 Dec | 82-1 v Phoenix SportsSittingbourne 2-1 Phoenix Sports | Isthmian League - South East Division |
| 19 | Sat 16 Dec | 143-0 v MersthamSittingbourne 3-0 Merstham | Isthmian League - South East Division |
| 20 | Tue 26 Dec | 143-3 v Sheppey UnitedSheppey United 3-3 Sittingbourne | Isthmian League - South East Division |
| 21 | Mon 1 Jan | 6 2-3 v RamsgateSittingbourne 2-3 Ramsgate | Isthmian League - South East Division |
| 22 | Sat 6 Jan | 124-0 v Beckenham TownSittingbourne 4-0 Beckenham Town | Isthmian League - South East Division |
| 23 | Sat 13 Jan | 62-0 v Broadbridge HeathBroadbridge Heath 0-2 Sittingbourne | Isthmian League - South East Division |
| 24 | Tue 23 Jan | 61-2 v Hythe TownHythe Town 2-1 Sittingbourne | Kent Senior Cup Second Round |
| 25 | Sat 2 Mar | 122-0 v East Grinstead TownSittingbourne 2-0 East Grinstead Town | Isthmian League - South East Division |
| 26 | Sat 9 Mar | 145-1 v Ashford UnitedAshford United 1-5 Sittingbourne | Isthmian League - South East Division |
| 27 | Sat 16 Mar | 120-1 v Broadbridge HeathSittingbourne 0-1 Broadbridge Heath | Isthmian League - South East Division |
| 28 | Sat 23 Mar | 63-2 v Beckenham TownBeckenham Town 2-3 Sittingbourne | Isthmian League - South East Division |
| 29 | Fri 29 Mar | 43-0 v HorndeanSittingbourne 3-0 Horndean | Isthmian League - South East Division |
| 30 | Mon 1 Apr | 42-2 v RamsgateRamsgate 2-2 Sittingbourne | Isthmian League - South East Division |
| 31 | Sat 6 Apr | 170-3 v Three BridgesThree Bridges 3-0 Sittingbourne | Isthmian League - South East Division |
| 32 | Tue 9 Apr | 4 1-1 v Littlehampton TownLittlehampton Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 33 | Sat 13 Apr | 42-2 v LancingSittingbourne 2-2 Lancing | Isthmian League - South East Division |
| 34 | Sat 20 Apr | 82-1 v Phoenix SportsPhoenix Sports 1-2 Sittingbourne | Isthmian League - South East Division |
| 35 | Sat 27 Apr | 61-4 v Littlehampton TownSittingbourne 1-4 Littlehampton Town | Isthmian League - South East Division |
| 36 | Tue 30 Apr | 161-2 v Three BridgesSittingbourne 1-2 Three Bridges | Isthmian League - South East Division Play-off Semi Final |
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