| 1 | Tue 15 Aug | 15 3-2 v Folkestone InvictaFolkestone Invicta 2-3 Chatham Town | Isthmian League - Premier Division |
| 2 | Sat 19 Aug | 152-1 v CheshuntCheshunt 1-2 Chatham Town | Isthmian League - Premier Division |
| 3 | Sat 26 Aug | 152-0 v Potters Bar TownChatham Town 2-0 Potters Bar Town | Isthmian League - Premier Division |
| 4 | Mon 28 Aug | 155-2 v Dulwich HamletDulwich Hamlet 2-5 Chatham Town | Isthmian League - Premier Division |
| 5 | Sat 2 Sep | 151-5 v RamsgateChatham Town 1-5 Ramsgate | Emirates FA Cup First Qualifying Round |
| 6 | Sat 9 Sep | 151-5 v Cray WanderersChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Tue 3 Oct | 153-1 v Tonbridge AngelsChatham Town 3-1 Tonbridge Angels | Kent Senior Cup Second Round |
| 8 | Sat 21 Oct | 153-1 v Concord RangersConcord Rangers 1-3 Chatham Town | Isthmian League - Premier Division |
| 9 | Mon 23 Oct | 151-1 v Hashtag UnitedHashtag United 1-1 Chatham Town | Isthmian League - Premier Division |
| 10 | Sat 28 Oct | 150-2 v Cray Valley PMChatham Town 0-2 Cray Valley PM | Isuzu FA Trophy First Round |
| 11 | Tue 7 Nov | 150-2 v Billericay TownBillericay Town 2-0 Chatham Town | Isthmian League - Premier Division |
| 12 | Sat 11 Nov | 15 1-0 v WhitehawkChatham Town 1-0 Whitehawk | Isthmian League - Premier Division |
| 13 | Tue 21 Nov | 152-1 v Wingate & FinchleyChatham Town 2-1 Wingate & Finchley | Isthmian League - Premier Division |
| 14 | Sat 2 Dec | 153-0 v Haringey BoroughHaringey Borough 0-3 Chatham Town | Isthmian League - Premier Division |
| 15 | Sat 9 Dec | 151-2 v Hastings UnitedChatham Town 1-2 Hastings United | Isthmian League - Premier Division |
| 16 | Tue 12 Dec | 152-2 v HorshamHorsham 2-2 Chatham Town | Isthmian League - Premier Division |
| 17 | Sat 16 Dec | 152-0 v HornchurchChatham Town 2-0 Hornchurch | Isthmian League - Premier Division |
| 18 | Tue 26 Dec | 15 3-1 v KingstonianKingstonian 1-3 Chatham Town | Isthmian League - Premier Division |
| 19 | Mon 1 Jan | 15 2-1 v Dulwich HamletChatham Town 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 20 | Sat 6 Jan | 151-2 v Bognor Regis TownBognor Regis Town 2-1 Chatham Town | Isthmian League - Premier Division |
| 21 | Sat 13 Jan | 153-2 v CheshuntChatham Town 3-2 Cheshunt | Isthmian League - Premier Division |
| 22 | Tue 30 Jan | 152-3 v Hashtag UnitedChatham Town 2-3 Hashtag United | Isthmian League - Premier Division |
| 23 | Sat 3 Feb | 152-1 v WhitehawkWhitehawk 1-2 Chatham Town | Isthmian League - Premier Division |
| 24 | Tue 6 Feb | 152-4 v Wingate & FinchleyWingate & Finchley 4-2 Chatham Town | Isthmian League - Premier Division |
| 25 | Sat 10 Feb | 152-1 v MargateChatham Town 2-1 Margate | Isthmian League - Premier Division |
| 26 | Tue 13 Feb | 151-1 v Billericay TownBillericay Town 1-1 Chatham Town | Velocity Cup Quarter Final |
| 27 | Sat 17 Feb | 153-0 v LewesLewes 0-3 Chatham Town | Isthmian League - Premier Division |
| 28 | Tue 20 Feb | 157-2 v Hythe TownChatham Town 7-2 Hythe Town | Kent Senior Cup Quarter Final |
| 29 | Tue 12 Mar | 154-2 v Ashford UnitedChatham Town 4-2 Ashford United | Velocity Cup Semi Final |
| 30 | Sat 16 Mar | 15 1-1 v Hastings UnitedHastings United 1-1 Chatham Town | Isthmian League - Premier Division |
| 31 | Tue 19 Mar | 153-5 v Ebbsfleet UnitedEbbsfleet United 5-3 Chatham Town | Kent Senior Cup Semi Final |
| 32 | Mon 1 Apr | 154-1 v KingstonianChatham Town 4-1 Kingstonian | Isthmian League - Premier Division |
| 33 | Sat 6 Apr | 151-2 v HornchurchHornchurch 2-1 Chatham Town | Isthmian League - Premier Division |
| 34 | Sat 13 Apr | 15 2-0 v Folkestone InvictaChatham Town 2-0 Folkestone Invicta | Isthmian League - Premier Division |
| 35 | Wed 17 Apr | 152-1 v Hashtag UnitedChatham Town 2-1 Hashtag United | Velocity Cup Final |
| 36 | Sat 20 Apr | 151-3 v HorshamChatham Town 1-3 Horsham | Isthmian League - Premier Division |
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