| 1 | Sat 10 Aug | 10-2 v LewesLewes 2-0 Chatham Town | Isthmian League - Premier Division |
| 2 | Tue 13 Aug | 11-1 v Billericay TownChatham Town 1-1 Billericay Town | Isthmian League - Premier Division |
| 3 | Sat 17 Aug | 12-0 v Bowers & PitseaBowers & Pitsea 0-2 Chatham Town | Isthmian League - Premier Division |
| 4 | Sat 24 Aug | 13-1 v Dulwich HamletChatham Town 3-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 5 | Mon 26 Aug | 11-3 v DartfordDartford 3-1 Chatham Town | Isthmian League - Premier Division |
| 6 | Sat 31 Aug | 12-0 v WestfieldWestfield 0-2 Chatham Town | Emirates FA Cup First Qualifying Round |
| 7 | Sat 7 Sep | 1 2-2 v HendonChatham Town 2-2 Hendon | Isthmian League - Premier Division |
| 8 | Sat 14 Sep | 11-0 v Welling UnitedWelling United 0-1 Chatham Town | Emirates FA Cup Second Qualifying Round |
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