| 1 | Sat 12 Aug | 191-0 v Bognor Regis TownChatham Town 1-0 Bognor Regis Town | Isthmian League - Premier Division |
| 2 | Tue 15 Aug | 193-2 v Folkestone InvictaFolkestone Invicta 2-3 Chatham Town | Isthmian League - Premier Division |
| 3 | Sat 19 Aug | 72-1 v CheshuntCheshunt 1-2 Chatham Town | Isthmian League - Premier Division |
| 4 | Sat 26 Aug | 72-0 v Potters Bar TownChatham Town 2-0 Potters Bar Town | Isthmian League - Premier Division |
| 5 | Mon 28 Aug | 75-2 v Dulwich HamletDulwich Hamlet 2-5 Chatham Town | Isthmian League - Premier Division |
| 6 | Sat 2 Sep | 71-5 v RamsgateChatham Town 1-5 Ramsgate | Emirates FA Cup First Qualifying Round |
| 7 | Sat 9 Sep | 71-5 v Cray WanderersChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Tue 12 Sep | 7 5-0 v Folkestone InvictaFolkestone Invicta 0-5 Chatham Town | Kent Senior Cup First Round |
| 9 | Sat 16 Sep | 70-0 v Potters Bar TownPotters Bar Town 0-0 Chatham Town | Isthmian League - Premier Division |
| 10 | Sat 23 Sep | 73-0 v LewesChatham Town 3-0 Lewes | Isthmian League - Premier Division |
| 11 | Tue 3 Oct | 73-1 v Tonbridge AngelsChatham Town 3-1 Tonbridge Angels | Kent Senior Cup Second Round |
| 12 | Sat 7 Oct | 72-1 v Heybridge SwiftsHeybridge Swifts 1-2 Chatham Town | Isuzu FA Trophy Third Qualifying Round |
| 13 | Sat 14 Oct | 72-2 v Carshalton AthleticChatham Town 2-2 Carshalton Athletic | Isthmian League - Premier Division |
| 14 | Sat 28 Oct | 70-2 v Cray Valley PMChatham Town 0-2 Cray Valley PM | Isuzu FA Trophy First Round |
| 15 | Tue 31 Oct | 7 4-2 v Three BridgesThree Bridges 2-4 Chatham Town | Velocity Cup Third Round |
| 16 | Tue 7 Nov | 7 0-2 v Billericay TownBillericay Town 2-0 Chatham Town | Isthmian League - Premier Division |
| 17 | Sat 11 Nov | 71-0 v WhitehawkChatham Town 1-0 Whitehawk | Isthmian League - Premier Division |
| 18 | Tue 21 Nov | 72-1 v Wingate & FinchleyChatham Town 2-1 Wingate & Finchley | Isthmian League - Premier Division |
| 19 | Sat 25 Nov | 73-1 v Enfield TownChatham Town 3-1 Enfield Town | Isthmian League - Premier Division |
| 20 | Tue 28 Nov | 7 2-3 v Canvey IslandCanvey Island 3-2 Chatham Town | Isthmian League - Premier Division |
| 21 | Sat 2 Dec | 73-0 v Haringey BoroughHaringey Borough 0-3 Chatham Town | Isthmian League - Premier Division |
| 22 | Sat 9 Dec | 71-2 v Hastings UnitedChatham Town 1-2 Hastings United | Isthmian League - Premier Division |
| 23 | Tue 12 Dec | 72-2 v HorshamHorsham 2-2 Chatham Town | Isthmian League - Premier Division |
| 24 | Sat 16 Dec | 72-0 v HornchurchChatham Town 2-0 Hornchurch | Isthmian League - Premier Division |
| 25 | Tue 19 Dec | 73-1 v Basildon UnitedChatham Town 3-1 Basildon United | Velocity Cup Fourth Round |
| 26 | Tue 26 Dec | 73-1 v KingstonianKingstonian 1-3 Chatham Town | Isthmian League - Premier Division |
| 27 | Mon 1 Jan | 72-1 v Dulwich HamletChatham Town 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 28 | Sat 6 Jan | 7 1-2 v Bognor Regis TownBognor Regis Town 2-1 Chatham Town | Isthmian League - Premier Division |
| 29 | Sat 27 Jan | 75-1 v Canvey IslandChatham Town 5-1 Canvey Island | Isthmian League - Premier Division |
| 30 | Tue 30 Jan | 7 2-3 v Hashtag UnitedChatham Town 2-3 Hashtag United | Isthmian League - Premier Division |
| 31 | Tue 6 Feb | 72-4 v Wingate & FinchleyWingate & Finchley 4-2 Chatham Town | Isthmian League - Premier Division |
| 32 | Tue 13 Feb | 71-1 v Billericay TownBillericay Town 1-1 Chatham Town | Velocity Cup Quarter Final |
| 33 | Sat 17 Feb | 73-0 v LewesLewes 0-3 Chatham Town | Isthmian League - Premier Division |
| 34 | Tue 20 Feb | 77-2 v Hythe TownChatham Town 7-2 Hythe Town | Kent Senior Cup Quarter Final |
| 35 | Sat 24 Feb | 76-3 v Billericay TownChatham Town 6-3 Billericay Town | Isthmian League - Premier Division |
| 36 | Sat 2 Mar | 70-2 v Carshalton AthleticCarshalton Athletic 2-0 Chatham Town | Isthmian League - Premier Division |
| 37 | Tue 12 Mar | 74-2 v Ashford UnitedChatham Town 4-2 Ashford United | Velocity Cup Semi Final |
| 38 | Sat 16 Mar | 71-1 v Hastings UnitedHastings United 1-1 Chatham Town | Isthmian League - Premier Division |
| 39 | Tue 19 Mar | 73-5 v Ebbsfleet UnitedEbbsfleet United 5-3 Chatham Town | Kent Senior Cup Semi Final |
| 40 | Sat 23 Mar | 72-1 v Haringey BoroughChatham Town 2-1 Haringey Borough | Isthmian League - Premier Division |
| 41 | Fri 29 Mar | 72-2 v Cray WanderersCray Wanderers 2-2 Chatham Town | Isthmian League - Premier Division |
| 42 | Wed 17 Apr | 7 2-1 v Hashtag UnitedChatham Town 2-1 Hashtag United | Velocity Cup Final |
| 43 | Sat 20 Apr | 7 1-3 v HorshamChatham Town 1-3 Horsham | Isthmian League - Premier Division |
| 44 | Sat 27 Apr | 72-2 v Enfield TownEnfield Town 2-2 Chatham Town | Isthmian League - Premier Division |
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