| 1 | Sat 8 Aug | 431-3 v St Albans CitySt Albans City 3-1 Chatham Town | Isthmian League - Premier Division |
| 2 | Tue 11 Aug | 433-1 v Dulwich HamletChatham Town 3-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 3 | Sat 15 Aug | 43 3-1 v Three BridgesChatham Town 3-1 Three Bridges | Isthmian League - Premier Division |
| 4 | Sat 22 Aug | 433-0 v WhitehawkWhitehawk 0-3 Chatham Town | Isthmian League - Premier Division |
| 5 | Sat 29 Aug | 432-3 v Wingate & FinchleyChatham Town 2-3 Wingate & Finchley | Isthmian League - Premier Division |
| 6 | Mon 31 Aug | 43 0-1 v DartfordDartford 1-0 Chatham Town | Isthmian League - Premier Division |
| 7 | Sat 5 Sep | 244-0 v Egham TownEgham Town 0-4 Chatham Town | Emirates FA Cup First Qualifying Round |
| 8 | Tue 8 Sep | 242-2 v Deal TownDeal Town 2-2 Chatham Town | Kent Senior Cup First Qualifying Round |
| 9 | Sat 12 Sep | 43 3-2 v LewesChatham Town 3-2 Lewes | Isthmian League - Premier Division |
| 10 | Tue 15 Sep | 431-2 v Eastbourne BoroughEastbourne Borough 2-1 Chatham Town | Isthmian League - Premier Division |
| 11 | Sat 10 Oct | 433-0 v Brentwood TownChatham Town 3-0 Brentwood Town | Isthmian League - Premier Division |
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