| 1 | Sat 4 Oct | 10-0 v Needham MarketChatham Town 0-0 Needham Market | Isuzu FA Trophy Third Qualifying Round |
| 2 | Sat 25 Oct | 12-0 v Waltham AbbeyWaltham Abbey 0-2 Chatham Town | Isuzu FA Trophy First Round |
| 3 | Tue 28 Oct | 13-1 v Erith TownErith Town 1-3 Chatham Town | Kent Senior Cup |
| 4 | Tue 4 Nov | 391-2 v Billericay TownBillericay Town 2-1 Chatham Town | Isthmian League - Premier Division |
| 5 | Sat 15 Nov | 11-0 v Wimborne TownWimborne Town 0-1 Chatham Town | Isuzu FA Trophy Second Round |
| 6 | Tue 18 Nov | 393-2 v Erith TownChatham Town 3-2 Erith Town | Velocity Cup Third Round |
| 7 | Sat 22 Nov | 39 2-0 v LewesLewes 0-2 Chatham Town | Isthmian League - Premier Division |
| 8 | Tue 2 Dec | 392-2 v Chichester CityChichester City 2-2 Chatham Town | Isthmian League - Premier Division |
| 9 | Sat 6 Dec | 39 4-0 v Burgess Hill TownChatham Town 4-0 Burgess Hill Town | Isthmian League - Premier Division |
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