| 1 | Mon 28 Aug | 122-5 v Chatham TownDulwich Hamlet 2-5 Chatham Town | Isthmian League - Premier Division |
| 2 | Sat 27 Jan | 25-1 v Canvey IslandChatham Town 5-1 Canvey Island | Isthmian League - Premier Division |
| 3 | Tue 30 Jan | 22-3 v Hashtag UnitedChatham Town 2-3 Hashtag United | Isthmian League - Premier Division |
| 4 | Sat 3 Feb | 22-1 v WhitehawkWhitehawk 1-2 Chatham Town | Isthmian League - Premier Division |
| 5 | Tue 13 Feb | 21-1 v Billericay TownBillericay Town 1-1 Chatham Town | Velocity Cup Quarter Final |
| 6 | Sat 17 Feb | 23-0 v LewesLewes 0-3 Chatham Town | Isthmian League - Premier Division |
| 7 | Tue 20 Feb | 27-2 v Hythe TownChatham Town 7-2 Hythe Town | Kent Senior Cup Quarter Final |
| 8 | Sat 24 Feb | 26-3 v Billericay TownChatham Town 6-3 Billericay Town | Isthmian League - Premier Division |
| 9 | Sat 2 Mar | 20-2 v Carshalton AthleticCarshalton Athletic 2-0 Chatham Town | Isthmian League - Premier Division |
| 10 | Sat 9 Mar | 22-1 v Concord RangersChatham Town 2-1 Concord Rangers | Isthmian League - Premier Division |
| 11 | Tue 12 Mar | 24-2 v Ashford UnitedChatham Town 4-2 Ashford United | Velocity Cup Semi Final |
| 12 | Tue 19 Mar | 23-5 v Ebbsfleet UnitedEbbsfleet United 5-3 Chatham Town | Kent Senior Cup Semi Final |
| 13 | Sat 23 Mar | 2 2-1 v Haringey BoroughChatham Town 2-1 Haringey Borough | Isthmian League - Premier Division |
| 14 | Fri 29 Mar | 22-2 v Cray WanderersCray Wanderers 2-2 Chatham Town | Isthmian League - Premier Division |
| 15 | Wed 17 Apr | 22-1 v Hashtag UnitedChatham Town 2-1 Hashtag United | Velocity Cup Final |
| 16 | Sat 27 Apr | 22-2 v Enfield TownEnfield Town 2-2 Chatham Town | Isthmian League - Premier Division |
| 17 | Wed 1 May | 2 1-1 v HorshamChatham Town 1-1 Horsham | Isthmian League - Premier Division Play-off Semi Final |
| 18 | Mon 6 May | 20-3 v Enfield TownChatham Town 0-3 Enfield Town | Isthmian League - Premier Division Play-off Final |
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