| 1 | Sat 12 Aug | 11-0 v Bognor Regis TownChatham Town 1-0 Bognor Regis Town | Isthmian League - Premier Division |
| 2 | Tue 15 Aug | 13-2 v Folkestone InvictaFolkestone Invicta 2-3 Chatham Town | Isthmian League - Premier Division |
| 3 | Sat 19 Aug | 1 2-1 v CheshuntCheshunt 1-2 Chatham Town | Isthmian League - Premier Division |
| 4 | Sat 26 Aug | 12-0 v Potters Bar TownChatham Town 2-0 Potters Bar Town | Isthmian League - Premier Division |
| 5 | Mon 28 Aug | 15-2 v Dulwich HamletDulwich Hamlet 2-5 Chatham Town | Isthmian League - Premier Division |
| 6 | Sat 2 Sep | 11-5 v RamsgateChatham Town 1-5 Ramsgate | Emirates FA Cup First Qualifying Round |
| 7 | Sat 9 Sep | 1 1-5 v Cray WanderersChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Tue 12 Sep | 15-0 v Folkestone InvictaFolkestone Invicta 0-5 Chatham Town | Kent Senior Cup First Round |
| 9 | Sat 16 Sep | 1 0-0 v Potters Bar TownPotters Bar Town 0-0 Chatham Town | Isthmian League - Premier Division |
| 10 | Sat 23 Sep | 13-0 v LewesChatham Town 3-0 Lewes | Isthmian League - Premier Division |
| 11 | Tue 3 Oct | 13-1 v Tonbridge AngelsChatham Town 3-1 Tonbridge Angels | Kent Senior Cup Second Round |
| 12 | Sat 7 Oct | 12-1 v Heybridge SwiftsHeybridge Swifts 1-2 Chatham Town | Isuzu FA Trophy Third Qualifying Round |
| 13 | Sat 14 Oct | 12-2 v Carshalton AthleticChatham Town 2-2 Carshalton Athletic | Isthmian League - Premier Division |
| 14 | Tue 17 Oct | 10-2 v MargateMargate 2-0 Chatham Town | Isthmian League - Premier Division |
| 15 | Sat 21 Oct | 13-1 v Concord RangersConcord Rangers 1-3 Chatham Town | Isthmian League - Premier Division |
| 16 | Mon 23 Oct | 11-1 v Hashtag UnitedHashtag United 1-1 Chatham Town | Isthmian League - Premier Division |
| 17 | Sat 28 Oct | 1 0-2 v Cray Valley PMChatham Town 0-2 Cray Valley PM | Isuzu FA Trophy First Round |
| 18 | Tue 31 Oct | 14-2 v Three BridgesThree Bridges 2-4 Chatham Town | Velocity Cup Third Round |
| 19 | Sat 25 Nov | 13-1 v Enfield TownChatham Town 3-1 Enfield Town | Isthmian League - Premier Division |
| 20 | Tue 28 Nov | 12-3 v Canvey IslandCanvey Island 3-2 Chatham Town | Isthmian League - Premier Division |
| 21 | Sat 2 Dec | 13-0 v Haringey BoroughHaringey Borough 0-3 Chatham Town | Isthmian League - Premier Division |
| 22 | Sat 9 Dec | 11-2 v Hastings UnitedChatham Town 1-2 Hastings United | Isthmian League - Premier Division |
| 23 | Tue 12 Dec | 12-2 v HorshamHorsham 2-2 Chatham Town | Isthmian League - Premier Division |
| 24 | Sat 16 Dec | 12-0 v HornchurchChatham Town 2-0 Hornchurch | Isthmian League - Premier Division |
| 25 | Tue 19 Dec | 13-1 v Basildon UnitedChatham Town 3-1 Basildon United | Velocity Cup Fourth Round |
| 26 | Tue 26 Dec | 13-1 v KingstonianKingstonian 1-3 Chatham Town | Isthmian League - Premier Division |
| 27 | Mon 1 Jan | 12-1 v Dulwich HamletChatham Town 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 28 | Sat 6 Jan | 231-2 v Bognor Regis TownBognor Regis Town 2-1 Chatham Town | Isthmian League - Premier Division |
| 29 | Tue 19 Mar | 13-5 v Ebbsfleet UnitedEbbsfleet United 5-3 Chatham Town | Kent Senior Cup Semi Final |
| 30 | Sat 13 Apr | 12-0 v Folkestone InvictaChatham Town 2-0 Folkestone Invicta | Isthmian League - Premier Division |
| 31 | Sat 20 Apr | 11-3 v HorshamChatham Town 1-3 Horsham | Isthmian League - Premier Division |
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