| 1 | Sat 11 Nov | 101-0 v Ashford UnitedSittingbourne 1-0 Ashford United | Isthmian League - South East Division |
| 2 | Sat 18 Nov | 104-1 v Three BridgesSittingbourne 4-1 Three Bridges | Isthmian League - South East Division |
| 3 | Tue 21 Nov | 102-0 v Chichester CityChichester City 0-2 Sittingbourne | Isthmian League - South East Division |
| 4 | Sat 25 Nov | 100-0 v LancingLancing 0-0 Sittingbourne | Isthmian League - South East Division |
| 5 | Tue 28 Nov | 100-1 v Hythe TownSittingbourne 0-1 Hythe Town | Isthmian League - South East Division |
| 6 | Sat 16 Dec | 103-0 v MersthamSittingbourne 3-0 Merstham | Isthmian League - South East Division |
| 7 | Sat 30 Dec | 142-2 v Cray Valley PMCray Valley PM 2-2 Sittingbourne | Isthmian League - South East Division |
| 8 | Mon 1 Jan | 142-3 v RamsgateSittingbourne 2-3 Ramsgate | Isthmian League - South East Division |
| 9 | Sat 6 Jan | 154-0 v Beckenham TownSittingbourne 4-0 Beckenham Town | Isthmian League - South East Division |
| 10 | Sat 13 Jan | 92-0 v Broadbridge HeathBroadbridge Heath 0-2 Sittingbourne | Isthmian League - South East Division |
| 11 | Tue 23 Jan | 81-2 v Hythe TownHythe Town 2-1 Sittingbourne | Kent Senior Cup Second Round |
| 12 | Sat 27 Jan | 123-0 v Herne BayHerne Bay 0-3 Sittingbourne | Isthmian League - South East Division |
| 13 | Tue 30 Jan | 122-1 v East Grinstead TownEast Grinstead Town 1-2 Sittingbourne | Isthmian League - South East Division |
| 14 | Sat 3 Feb | 85-0 v Burgess Hill TownSittingbourne 5-0 Burgess Hill Town | Isthmian League - South East Division |
| 15 | Tue 6 Feb | 82-1 v Sevenoaks TownSittingbourne 2-1 Sevenoaks Town | Isthmian League - South East Division |
| 16 | Sun 11 Feb | 84-0 v Erith & BelvedereErith & Belvedere 0-4 Sittingbourne | Isthmian League - South East Division |
| 17 | Sat 17 Feb | 80-3 v Chichester CitySittingbourne 0-3 Chichester City | Isthmian League - South East Division |
| 18 | Sat 2 Mar | 8 2-0 v East Grinstead TownSittingbourne 2-0 East Grinstead Town | Isthmian League - South East Division |
| 19 | Sat 9 Mar | 85-1 v Ashford UnitedAshford United 1-5 Sittingbourne | Isthmian League - South East Division |
| 20 | Sat 16 Mar | 80-1 v Broadbridge HeathSittingbourne 0-1 Broadbridge Heath | Isthmian League - South East Division |
| 21 | Sat 23 Mar | 83-2 v Beckenham TownBeckenham Town 2-3 Sittingbourne | Isthmian League - South East Division |
| 22 | Fri 29 Mar | 83-0 v HorndeanSittingbourne 3-0 Horndean | Isthmian League - South East Division |
| 23 | Mon 1 Apr | 82-2 v RamsgateRamsgate 2-2 Sittingbourne | Isthmian League - South East Division |
| 24 | Sat 6 Apr | 80-3 v Three BridgesThree Bridges 3-0 Sittingbourne | Isthmian League - South East Division |
| 25 | Tue 9 Apr | 81-1 v Littlehampton TownLittlehampton Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 26 | Sat 13 Apr | 10 2-2 v LancingSittingbourne 2-2 Lancing | Isthmian League - South East Division |
| 27 | Tue 16 Apr | 81-0 v Hythe TownHythe Town 0-1 Sittingbourne | Isthmian League - South East Division |
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