| 1 | Sat 8 Aug | 8 2-1 v AFC Croydon AthleticAFC Croydon Athletic 1-2 Sittingbourne | Isthmian League - South East Division |
| 2 | Sat 15 Aug | 81-1 v Cray Valley PMSittingbourne 1-1 Cray Valley PM | Isthmian League - South East Division |
| 3 | Tue 18 Aug | 8 2-1 v Whitstable TownWhitstable Town 1-2 Sittingbourne | Isthmian League - South East Division |
| 4 | Mon 31 Aug | 83-2 v Ashford UnitedSittingbourne 3-2 Ashford United | Isthmian League - South East Division |
| 5 | Sat 12 Sep | 81-0 v Punjab UnitedPunjab United 0-1 Sittingbourne | Isthmian League - South East Division |
| 6 | Sat 19 Sep | 80-1 v Peacehaven & TelscombeSittingbourne 0-1 Peacehaven & Telscombe | Isthmian League - South East Division |
| 7 | Tue 22 Sep | 82-3 v Hastings UnitedSittingbourne 2-3 Hastings United | Isthmian League - South East Division |
| 8 | Sat 10 Oct | 4 1-1 v Eastbourne TownEastbourne Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 9 | Sat 17 Oct | 40-3 v Faversham TownSittingbourne 0-3 Faversham Town | Isthmian League - South East Division |
| 10 | Tue 20 Oct | 42-3 v Whitstable TownSittingbourne 2-3 Whitstable Town | Isthmian League - South East Division |
| 11 | Sat 24 Oct | 43-1 v Cray Valley PMCray Valley PM 1-3 Sittingbourne | Isthmian League - South East Division |
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