| 1 | Sat 8 Aug | 4 2-1 v AFC Croydon AthleticAFC Croydon Athletic 1-2 Sittingbourne | Isthmian League - South East Division |
| 2 | Sat 15 Aug | 41-1 v Cray Valley PMSittingbourne 1-1 Cray Valley PM | Isthmian League - South East Division |
| 3 | Mon 31 Aug | 143-2 v Ashford UnitedSittingbourne 3-2 Ashford United | Isthmian League - South East Division |
| 4 | Sat 19 Sep | 160-1 v Peacehaven & TelscombeSittingbourne 0-1 Peacehaven & Telscombe | Isthmian League - South East Division |
| 5 | Tue 22 Sep | 22-3 v Hastings UnitedSittingbourne 2-3 Hastings United | Isthmian League - South East Division |
| 6 | Tue 6 Oct | 41-2 v Erith TownErith Town 2-1 Sittingbourne | Isthmian League - South East Division |
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