| 1 | Sat 12 Aug | 41-0 v Bognor Regis TownChatham Town 1-0 Bognor Regis Town | Isthmian League - Premier Division |
| 2 | Tue 15 Aug | 43-2 v Folkestone InvictaFolkestone Invicta 2-3 Chatham Town | Isthmian League - Premier Division |
| 3 | Sat 19 Aug | 42-1 v CheshuntCheshunt 1-2 Chatham Town | Isthmian League - Premier Division |
| 4 | Sat 26 Aug | 42-0 v Potters Bar TownChatham Town 2-0 Potters Bar Town | Isthmian League - Premier Division |
| 5 | Mon 28 Aug | 45-2 v Dulwich HamletDulwich Hamlet 2-5 Chatham Town | Isthmian League - Premier Division |
| 6 | Sat 2 Sep | 41-5 v RamsgateChatham Town 1-5 Ramsgate | Emirates FA Cup First Qualifying Round |
| 7 | Sat 9 Sep | 41-5 v Cray WanderersChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Sat 16 Sep | 40-0 v Potters Bar TownPotters Bar Town 0-0 Chatham Town | Isthmian League - Premier Division |
| 9 | Sat 23 Sep | 43-0 v LewesChatham Town 3-0 Lewes | Isthmian League - Premier Division |
| 10 | Tue 3 Oct | 43-1 v Tonbridge AngelsChatham Town 3-1 Tonbridge Angels | Kent Senior Cup Second Round |
| 11 | Sat 14 Oct | 42-2 v Carshalton AthleticChatham Town 2-2 Carshalton Athletic | Isthmian League - Premier Division |
| 12 | Tue 17 Oct | 40-2 v MargateMargate 2-0 Chatham Town | Isthmian League - Premier Division |
| 13 | Sat 21 Oct | 4 3-1 v Concord RangersConcord Rangers 1-3 Chatham Town | Isthmian League - Premier Division |
| 14 | Sat 28 Oct | 40-2 v Cray Valley PMChatham Town 0-2 Cray Valley PM | Isuzu FA Trophy First Round |
| 15 | Tue 31 Oct | 4 4-2 v Three BridgesThree Bridges 2-4 Chatham Town | Velocity Cup Third Round |
| 16 | Tue 7 Nov | 40-2 v Billericay TownBillericay Town 2-0 Chatham Town | Isthmian League - Premier Division |
| 17 | Sat 11 Nov | 41-0 v WhitehawkChatham Town 1-0 Whitehawk | Isthmian League - Premier Division |
| 18 | Tue 21 Nov | 42-1 v Wingate & FinchleyChatham Town 2-1 Wingate & Finchley | Isthmian League - Premier Division |
| 19 | Sat 25 Nov | 4 3-1 v Enfield TownChatham Town 3-1 Enfield Town | Isthmian League - Premier Division |
| 20 | Tue 28 Nov | 42-3 v Canvey IslandCanvey Island 3-2 Chatham Town | Isthmian League - Premier Division |
| 21 | Sat 2 Dec | 43-0 v Haringey BoroughHaringey Borough 0-3 Chatham Town | Isthmian League - Premier Division |
| 22 | Sat 9 Dec | 41-2 v Hastings UnitedChatham Town 1-2 Hastings United | Isthmian League - Premier Division |
| 23 | Tue 12 Dec | 42-2 v HorshamHorsham 2-2 Chatham Town | Isthmian League - Premier Division |
| 24 | Sat 16 Dec | 42-0 v HornchurchChatham Town 2-0 Hornchurch | Isthmian League - Premier Division |
| 25 | Tue 19 Dec | 43-1 v Basildon UnitedChatham Town 3-1 Basildon United | Velocity Cup Fourth Round |
| 26 | Tue 26 Dec | 43-1 v KingstonianKingstonian 1-3 Chatham Town | Isthmian League - Premier Division |
| 27 | Mon 1 Jan | 42-1 v Dulwich HamletChatham Town 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 28 | Sat 6 Jan | 41-2 v Bognor Regis TownBognor Regis Town 2-1 Chatham Town | Isthmian League - Premier Division |
| 29 | Sat 13 Jan | 43-2 v CheshuntChatham Town 3-2 Cheshunt | Isthmian League - Premier Division |
| 30 | Tue 30 Jan | 42-3 v Hashtag UnitedChatham Town 2-3 Hashtag United | Isthmian League - Premier Division |
| 31 | Tue 6 Feb | 42-4 v Wingate & FinchleyWingate & Finchley 4-2 Chatham Town | Isthmian League - Premier Division |
| 32 | Sat 10 Feb | 42-1 v MargateChatham Town 2-1 Margate | Isthmian League - Premier Division |
| 33 | Tue 13 Feb | 41-1 v Billericay TownBillericay Town 1-1 Chatham Town | Velocity Cup Quarter Final |
| 34 | Sat 17 Feb | 43-0 v LewesLewes 0-3 Chatham Town | Isthmian League - Premier Division |
| 35 | Tue 20 Feb | 47-2 v Hythe TownChatham Town 7-2 Hythe Town | Kent Senior Cup Quarter Final |
| 36 | Sat 24 Feb | 46-3 v Billericay TownChatham Town 6-3 Billericay Town | Isthmian League - Premier Division |
| 37 | Sat 2 Mar | 40-2 v Carshalton AthleticCarshalton Athletic 2-0 Chatham Town | Isthmian League - Premier Division |
| 38 | Sat 9 Mar | 42-1 v Concord RangersChatham Town 2-1 Concord Rangers | Isthmian League - Premier Division |
| 39 | Tue 12 Mar | 44-2 v Ashford UnitedChatham Town 4-2 Ashford United | Velocity Cup Semi Final |
| 40 | Sat 16 Mar | 4 1-1 v Hastings UnitedHastings United 1-1 Chatham Town | Isthmian League - Premier Division |
| 41 | Tue 19 Mar | 43-5 v Ebbsfleet UnitedEbbsfleet United 5-3 Chatham Town | Kent Senior Cup Semi Final |
| 42 | Sat 23 Mar | 42-1 v Haringey BoroughChatham Town 2-1 Haringey Borough | Isthmian League - Premier Division |
| 43 | Fri 29 Mar | 42-2 v Cray WanderersCray Wanderers 2-2 Chatham Town | Isthmian League - Premier Division |
| 44 | Mon 1 Apr | 44-1 v KingstonianChatham Town 4-1 Kingstonian | Isthmian League - Premier Division |
| 45 | Sat 6 Apr | 41-2 v HornchurchHornchurch 2-1 Chatham Town | Isthmian League - Premier Division |
| 46 | Sat 13 Apr | 42-0 v Folkestone InvictaChatham Town 2-0 Folkestone Invicta | Isthmian League - Premier Division |
| 47 | Wed 17 Apr | 42-1 v Hashtag UnitedChatham Town 2-1 Hashtag United | Velocity Cup Final |
| 48 | Sat 20 Apr | 41-3 v HorshamChatham Town 1-3 Horsham | Isthmian League - Premier Division |
| 49 | Sat 27 Apr | 42-2 v Enfield TownEnfield Town 2-2 Chatham Town | Isthmian League - Premier Division |
| 50 | Wed 1 May | 4 1-1 v HorshamChatham Town 1-1 Horsham | Isthmian League - Premier Division Play-off Semi Final |
| 51 | Mon 6 May | 40-3 v Enfield TownChatham Town 0-3 Enfield Town | Isthmian League - Premier Division Play-off Final |
Football Web Pages