| 1 | Sat 3 Aug | 23-2 v Herne BayHerne Bay 2-3 Chatham Town | Friendly |
| 2 | Sat 31 Aug | 182-0 v WestfieldWestfield 0-2 Chatham Town | Emirates FA Cup First Qualifying Round |
| 3 | Sat 14 Sep | 121-0 v Welling UnitedWelling United 0-1 Chatham Town | Emirates FA Cup Second Qualifying Round |
| 4 | Sat 21 Sep | 121-3 v Canvey IslandChatham Town 1-3 Canvey Island | Isthmian League - Premier Division |
| 5 | Tue 24 Sep | 121-2 v Cray WanderersChatham Town 1-2 Cray Wanderers | Kent Senior Cup First Round |
| 6 | Sat 28 Sep | 120-3 v Slough TownChatham Town 0-3 Slough Town | Emirates FA Cup Third Qualifying Round |
| 7 | Tue 1 Oct | 142-3 v Hastings UnitedHastings United 3-2 Chatham Town | Isthmian League - Premier Division |
| 8 | Tue 17 Dec | 122-0 v Burgess Hill TownChatham Town 2-0 Burgess Hill Town | Velocity Cup Fourth Round |
| 9 | Sat 28 Dec | 123-1 v Bowers & PitseaChatham Town 3-1 Bowers & Pitsea | Isthmian League - Premier Division |
| 10 | Wed 1 Jan | 120-2 v DartfordChatham Town 0-2 Dartford | Isthmian League - Premier Division |
| 11 | Sat 4 Jan | 120-2 v Chichester CityChichester City 2-0 Chatham Town | Isthmian League - Premier Division |
| 12 | Tue 7 Jan | 4 0-1 v Hashtag UnitedChatham Town 0-1 Hashtag United | Isthmian League - Premier Division |
| 13 | Sat 11 Jan | 123-1 v Wingate & FinchleyChatham Town 3-1 Wingate & Finchley | Isthmian League - Premier Division |
| 14 | Sun 19 Jan | 120-1 v Potters Bar TownPotters Bar Town 1-0 Chatham Town | Isthmian League - Premier Division |
| 15 | Tue 28 Jan | 123-2 v Hashtag UnitedHashtag United 2-3 Chatham Town | Velocity Cup Quarter Final |
| 16 | Sat 1 Feb | 12 0-1 v Canvey IslandCanvey Island 1-0 Chatham Town | Isthmian League - Premier Division |
| 17 | Sat 8 Feb | 121-4 v Cray WanderersChatham Town 1-4 Cray Wanderers | Isthmian League - Premier Division |
| 18 | Sat 15 Feb | 121-1 v HorshamHorsham 1-1 Chatham Town | Isthmian League - Premier Division |
| 19 | Sat 1 Mar | 124-1 v CheshuntChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 20 | Tue 4 Mar | 122-0 v Hastings UnitedChatham Town 2-0 Hastings United | Isthmian League - Premier Division |
| 21 | Sat 8 Mar | 122-0 v WhitehawkWhitehawk 0-2 Chatham Town | Isthmian League - Premier Division |
| 22 | Tue 11 Mar | 122-1 v HendonChatham Town 2-1 Hendon | Velocity Cup Semi Final |
| 23 | Sat 15 Mar | 121-1 v Bognor Regis TownChatham Town 1-1 Bognor Regis Town | Isthmian League - Premier Division |
| 24 | Tue 18 Mar | 121-0 v Dover AthleticDover Athletic 0-1 Chatham Town | Isthmian League - Premier Division |
| 25 | Sat 22 Mar | 121-0 v Hashtag UnitedHashtag United 0-1 Chatham Town | Isthmian League - Premier Division |
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