| 1 | Sat 12 Aug | 61-0 v Bognor Regis TownChatham Town 1-0 Bognor Regis Town | Isthmian League - Premier Division |
| 2 | Tue 15 Aug | 63-2 v Folkestone InvictaFolkestone Invicta 2-3 Chatham Town | Isthmian League - Premier Division |
| 3 | Sat 19 Aug | 62-1 v CheshuntCheshunt 1-2 Chatham Town | Isthmian League - Premier Division |
| 4 | Mon 28 Aug | 65-2 v Dulwich HamletDulwich Hamlet 2-5 Chatham Town | Isthmian League - Premier Division |
| 5 | Sat 2 Sep | 61-5 v RamsgateChatham Town 1-5 Ramsgate | Emirates FA Cup First Qualifying Round |
| 6 | Sat 9 Sep | 61-5 v Cray WanderersChatham Town 1-5 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Tue 17 Oct | 6 0-2 v MargateMargate 2-0 Chatham Town | Isthmian League - Premier Division |
| 8 | Tue 31 Oct | 64-2 v Three BridgesThree Bridges 2-4 Chatham Town | Velocity Cup Third Round |
| 9 | Tue 19 Dec | 63-1 v Basildon UnitedChatham Town 3-1 Basildon United | Velocity Cup Fourth Round |
| 10 | Tue 26 Dec | 63-1 v KingstonianKingstonian 1-3 Chatham Town | Isthmian League - Premier Division |
| 11 | Sat 13 Jan | 6 3-2 v CheshuntChatham Town 3-2 Cheshunt | Isthmian League - Premier Division |
| 12 | Sat 27 Jan | 65-1 v Canvey IslandChatham Town 5-1 Canvey Island | Isthmian League - Premier Division |
| 13 | Sat 2 Mar | 60-2 v Carshalton AthleticCarshalton Athletic 2-0 Chatham Town | Isthmian League - Premier Division |
| 14 | Sat 9 Mar | 62-1 v Concord RangersChatham Town 2-1 Concord Rangers | Isthmian League - Premier Division |
| 15 | Sat 16 Mar | 61-1 v Hastings UnitedHastings United 1-1 Chatham Town | Isthmian League - Premier Division |
| 16 | Mon 1 Apr | 64-1 v KingstonianChatham Town 4-1 Kingstonian | Isthmian League - Premier Division |
| 17 | Sat 13 Apr | 6 2-0 v Folkestone InvictaChatham Town 2-0 Folkestone Invicta | Isthmian League - Premier Division |
| 18 | Wed 17 Apr | 62-1 v Hashtag UnitedChatham Town 2-1 Hashtag United | Velocity Cup Final |
| 19 | Sat 27 Apr | 62-2 v Enfield TownEnfield Town 2-2 Chatham Town | Isthmian League - Premier Division |
| 20 | Wed 1 May | 61-1 v HorshamChatham Town 1-1 Horsham | Isthmian League - Premier Division Play-off Semi Final |
| 21 | Mon 6 May | 60-3 v Enfield TownChatham Town 0-3 Enfield Town | Isthmian League - Premier Division Play-off Final |
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