| 1 | Sat 26 Aug | 22-0 v Potters Bar TownChatham Town 2-0 Potters Bar Town | Isthmian League - Premier Division |
| 2 | Mon 28 Aug | 2 5-2 v Dulwich HamletDulwich Hamlet 2-5 Chatham Town | Isthmian League - Premier Division |
| 3 | Sat 2 Sep | 21-5 v RamsgateChatham Town 1-5 Ramsgate | Emirates FA Cup First Qualifying Round |
| 4 | Sat 9 Sep | 21-5 v Cray WanderersChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 5 | Tue 12 Sep | 25-0 v Folkestone InvictaFolkestone Invicta 0-5 Chatham Town | Kent Senior Cup First Round |
| 6 | Sat 16 Sep | 2 0-0 v Potters Bar TownPotters Bar Town 0-0 Chatham Town | Isthmian League - Premier Division |
| 7 | Sat 23 Sep | 23-0 v LewesChatham Town 3-0 Lewes | Isthmian League - Premier Division |
| 8 | Tue 3 Oct | 23-1 v Tonbridge AngelsChatham Town 3-1 Tonbridge Angels | Kent Senior Cup Second Round |
| 9 | Sat 7 Oct | 22-1 v Heybridge SwiftsHeybridge Swifts 1-2 Chatham Town | Isuzu FA Trophy Third Qualifying Round |
| 10 | Sat 14 Oct | 22-2 v Carshalton AthleticChatham Town 2-2 Carshalton Athletic | Isthmian League - Premier Division |
| 11 | Tue 17 Oct | 20-2 v MargateMargate 2-0 Chatham Town | Isthmian League - Premier Division |
| 12 | Sat 21 Oct | 23-1 v Concord RangersConcord Rangers 1-3 Chatham Town | Isthmian League - Premier Division |
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