| 1 | Sat 9 Aug | 16 0-0 v St Albans CitySt Albans City 0-0 Chatham Town | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 164-2 v RamsgateChatham Town 4-2 Ramsgate | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 161-0 v CheshuntChatham Town 1-0 Cheshunt | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 16 2-0 v AveleyAveley 0-2 Chatham Town | Isthmian League - Premier Division |
| 5 | Mon 25 Aug | 161-2 v Folkestone InvictaChatham Town 1-2 Folkestone Invicta | Isthmian League - Premier Division |
| 6 | Tue 9 Sep | 164-1 v Beckenham TownChatham Town 4-1 Beckenham Town | Kent Senior Cup |
| 7 | Sat 13 Sep | 16 3-0 v Ashford UnitedAshford United 0-3 Chatham Town | Emirates FA Cup Second Qualifying Round |
| 8 | Tue 16 Sep | 163-1 v Cray Valley PMChatham Town 3-1 Cray Valley PM | Isthmian League - Premier Division |
| 9 | Sat 20 Sep | 162-1 v Carshalton AthleticChatham Town 2-1 Carshalton Athletic | Isthmian League - Premier Division |
| 10 | Sat 27 Sep | 163-1 v Deal TownChatham Town 3-1 Deal Town | Emirates FA Cup Third Qualifying Round |
| 11 | Sat 4 Oct | 160-0 v Needham MarketChatham Town 0-0 Needham Market | Isuzu FA Trophy Third Qualifying Round |
| 12 | Sat 18 Oct | 16 3-3 v Cray WanderersChatham Town 3-3 Cray Wanderers | Isthmian League - Premier Division |
| 13 | Tue 21 Oct | 160-0 v Dulwich HamletChatham Town 0-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 14 | Sat 25 Oct | 162-0 v Waltham AbbeyWaltham Abbey 0-2 Chatham Town | Isuzu FA Trophy First Round |
| 15 | Tue 28 Oct | 16 3-1 v Erith TownErith Town 1-3 Chatham Town | Kent Senior Cup |
| 16 | Sat 1 Nov | 161-2 v BuxtonBuxton 2-1 Chatham Town | Emirates FA Cup First Round |
| 17 | Tue 4 Nov | 161-2 v Billericay TownBillericay Town 2-1 Chatham Town | Isthmian League - Premier Division |
| 18 | Sat 8 Nov | 166-0 v Hashtag UnitedHashtag United 0-6 Chatham Town | Isthmian League - Premier Division |
| 19 | Tue 11 Nov | 160-1 v RamsgateRamsgate 1-0 Chatham Town | Isthmian League - Premier Division |
| 20 | Tue 18 Nov | 16 3-2 v Erith TownChatham Town 3-2 Erith Town | Velocity Cup Third Round |
| 21 | Tue 25 Nov | 161-0 v Welling UnitedWelling United 0-1 Chatham Town | Isthmian League - Premier Division |
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