| 1 | Sat 6 Sep | 83-0 v Wingate & FinchleyWingate & Finchley 0-3 Chatham Town | Isthmian League - Premier Division | 1 |
| 2 | Tue 9 Sep | 84-1 v Beckenham TownChatham Town 4-1 Beckenham Town | Kent Senior Cup | 2 |
| 3 | Tue 16 Sep | 83-1 v Cray Valley PMChatham Town 3-1 Cray Valley PM | Isthmian League - Premier Division | 1 |
| 4 | Sat 25 Oct | 82-0 v Waltham AbbeyWaltham Abbey 0-2 Chatham Town | Isuzu FA Trophy First Round | 1 |
| 5 | Tue 4 Nov | 81-2 v Billericay TownBillericay Town 2-1 Chatham Town | Isthmian League - Premier Division | 1 |
| 6 | Sat 3 Jan | 82-1 v Folkestone InvictaFolkestone Invicta 1-2 Chatham Town | Isthmian League - Premier Division | 1 |
| 7 | Sat 7 Feb | 82-3 v Chichester CityChatham Town 2-3 Chichester City | Isthmian League - Premier Division | 1 |
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