| 1 | Sat 2 Sep | 91-5 v RamsgateChatham Town 1-5 Ramsgate | Emirates FA Cup First Qualifying Round |
| 2 | Sat 9 Sep | 91-5 v Cray WanderersChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 3 | Tue 12 Sep | 95-0 v Folkestone InvictaFolkestone Invicta 0-5 Chatham Town | Kent Senior Cup First Round |
| 4 | Sat 16 Sep | 140-0 v Potters Bar TownPotters Bar Town 0-0 Chatham Town | Isthmian League - Premier Division |
| 5 | Sat 7 Oct | 92-1 v Heybridge SwiftsHeybridge Swifts 1-2 Chatham Town | Isuzu FA Trophy Third Qualifying Round |
| 6 | Sat 14 Oct | 112-2 v Carshalton AthleticChatham Town 2-2 Carshalton Athletic | Isthmian League - Premier Division |
| 7 | Tue 17 Oct | 90-2 v MargateMargate 2-0 Chatham Town | Isthmian League - Premier Division |
| 8 | Sat 21 Oct | 93-1 v Concord RangersConcord Rangers 1-3 Chatham Town | Isthmian League - Premier Division |
| 9 | Mon 23 Oct | 91-1 v Hashtag UnitedHashtag United 1-1 Chatham Town | Isthmian League - Premier Division |
| 10 | Sat 28 Oct | 220-2 v Cray Valley PMChatham Town 0-2 Cray Valley PM | Isuzu FA Trophy First Round |
| 11 | Tue 31 Oct | 14 4-2 v Three BridgesThree Bridges 2-4 Chatham Town | Velocity Cup Third Round |
| 12 | Tue 7 Nov | 90-2 v Billericay TownBillericay Town 2-0 Chatham Town | Isthmian League - Premier Division |
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