| 1 | Tue 12 Sep | 145-0 v Folkestone InvictaFolkestone Invicta 0-5 Chatham Town | Kent Senior Cup First Round |
| 2 | Tue 31 Oct | 204-2 v Three BridgesThree Bridges 2-4 Chatham Town | Velocity Cup Third Round |
| 3 | Tue 7 Nov | 140-2 v Billericay TownBillericay Town 2-0 Chatham Town | Isthmian League - Premier Division |
| 4 | Tue 19 Dec | 153-1 v Basildon UnitedChatham Town 3-1 Basildon United | Velocity Cup Fourth Round |
| 5 | Tue 13 Feb | 201-1 v Billericay TownBillericay Town 1-1 Chatham Town | Velocity Cup Quarter Final |
| 6 | Tue 12 Mar | 194-2 v Ashford UnitedChatham Town 4-2 Ashford United | Velocity Cup Semi Final |
| 7 | Tue 19 Mar | 203-5 v Ebbsfleet UnitedEbbsfleet United 5-3 Chatham Town | Kent Senior Cup Semi Final |
| 8 | Wed 17 Apr | 122-1 v Hashtag UnitedChatham Town 2-1 Hashtag United | Velocity Cup Final |
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