| 1 | Sat 8 Aug | 5 2-1 v AFC Croydon AthleticAFC Croydon Athletic 1-2 Sittingbourne | Isthmian League - South East Division |
| 2 | Sat 15 Aug | 51-1 v Cray Valley PMSittingbourne 1-1 Cray Valley PM | Isthmian League - South East Division |
| 3 | Mon 31 Aug | 53-2 v Ashford UnitedSittingbourne 3-2 Ashford United | Isthmian League - South East Division |
| 4 | Sat 12 Sep | 51-0 v Punjab UnitedPunjab United 0-1 Sittingbourne | Isthmian League - South East Division |
| 5 | Sat 19 Sep | 50-1 v Peacehaven & TelscombeSittingbourne 0-1 Peacehaven & Telscombe | Isthmian League - South East Division |
| 6 | Tue 22 Sep | 52-3 v Hastings UnitedSittingbourne 2-3 Hastings United | Isthmian League - South East Division |
| 7 | Sat 10 Oct | 161-1 v Eastbourne TownEastbourne Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 8 | Sat 24 Oct | 53-1 v Cray Valley PMCray Valley PM 1-3 Sittingbourne | Isthmian League - South East Division |
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