| 1 | Sat 16 Dec | 2 3-0 v MersthamSittingbourne 3-0 Merstham | Isthmian League - South East Division |
| 2 | Tue 26 Dec | 133-3 v Sheppey UnitedSheppey United 3-3 Sittingbourne | Isthmian League - South East Division |
| 3 | Sat 30 Dec | 132-2 v Cray Valley PMCray Valley PM 2-2 Sittingbourne | Isthmian League - South East Division |
| 4 | Sat 6 Jan | 164-0 v Beckenham TownSittingbourne 4-0 Beckenham Town | Isthmian League - South East Division |
| 5 | Sat 13 Jan | 162-0 v Broadbridge HeathBroadbridge Heath 0-2 Sittingbourne | Isthmian League - South East Division |
| 6 | Tue 23 Jan | 14 1-2 v Hythe TownHythe Town 2-1 Sittingbourne | Kent Senior Cup Second Round |
| 7 | Sat 27 Jan | 143-0 v Herne BayHerne Bay 0-3 Sittingbourne | Isthmian League - South East Division |
| 8 | Tue 30 Jan | 142-1 v East Grinstead TownEast Grinstead Town 1-2 Sittingbourne | Isthmian League - South East Division |
| 9 | Sat 3 Feb | 14 5-0 v Burgess Hill TownSittingbourne 5-0 Burgess Hill Town | Isthmian League - South East Division |
| 10 | Tue 6 Feb | 142-1 v Sevenoaks TownSittingbourne 2-1 Sevenoaks Town | Isthmian League - South East Division |
| 11 | Sun 11 Feb | 144-0 v Erith & BelvedereErith & Belvedere 0-4 Sittingbourne | Isthmian League - South East Division |
| 12 | Sat 17 Feb | 140-3 v Chichester CitySittingbourne 0-3 Chichester City | Isthmian League - South East Division |
| 13 | Sat 2 Mar | 142-0 v East Grinstead TownSittingbourne 2-0 East Grinstead Town | Isthmian League - South East Division |
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