| 1 | Sat 10 Aug | 6 0-2 v LewesLewes 2-0 Chatham Town | Isthmian League - Premier Division |
| 2 | Tue 13 Aug | 61-1 v Billericay TownChatham Town 1-1 Billericay Town | Isthmian League - Premier Division |
| 3 | Sat 17 Aug | 62-0 v Bowers & PitseaBowers & Pitsea 0-2 Chatham Town | Isthmian League - Premier Division |
| 4 | Sat 24 Aug | 63-1 v Dulwich HamletChatham Town 3-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 5 | Sat 31 Aug | 62-0 v WestfieldWestfield 0-2 Chatham Town | Emirates FA Cup First Qualifying Round |
| 6 | Sat 7 Sep | 6 2-2 v HendonChatham Town 2-2 Hendon | Isthmian League - Premier Division |
| 7 | Sat 21 Sep | 6 1-3 v Canvey IslandChatham Town 1-3 Canvey Island | Isthmian League - Premier Division |
| 8 | Tue 1 Oct | 62-3 v Hastings UnitedHastings United 3-2 Chatham Town | Isthmian League - Premier Division |
| 9 | Sat 5 Oct | 61-0 v Wingate & FinchleyChatham Town 1-0 Wingate & Finchley | Isuzu FA Trophy Third Qualifying Round |
| 10 | Tue 15 Oct | 174-1 v Cray WanderersCray Wanderers 1-4 Chatham Town | Isthmian League - Premier Division |
| 11 | Sat 26 Oct | 61-0 v Bowers & PitseaBowers & Pitsea 0-1 Chatham Town | Isuzu FA Trophy First Round |
| 12 | Sat 2 Nov | 61-1 v LewesChatham Town 1-1 Lewes | Isthmian League - Premier Division |
| 13 | Tue 5 Nov | 6 1-1 v Billericay TownBillericay Town 1-1 Chatham Town | Isthmian League - Premier Division |
| 14 | Sat 30 Nov | 6 7-1 v Bognor Regis TownBognor Regis Town 1-7 Chatham Town | Isthmian League - Premier Division |
| 15 | Tue 10 Dec | 61-0 v CheshuntCheshunt 0-1 Chatham Town | Isthmian League - Premier Division |
| 16 | Sat 14 Dec | 64-1 v Folkestone InvictaChatham Town 4-1 Folkestone Invicta | Isthmian League - Premier Division |
| 17 | Tue 17 Dec | 62-0 v Burgess Hill TownChatham Town 2-0 Burgess Hill Town | Velocity Cup Fourth Round |
| 18 | Sat 21 Dec | 60-2 v Carshalton AthleticCarshalton Athletic 2-0 Chatham Town | Isthmian League - Premier Division |
| 19 | Thu 26 Dec | 6 3-3 v Cray Valley PMCray Valley PM 3-3 Chatham Town | Isthmian League - Premier Division |
| 20 | Wed 1 Jan | 60-2 v DartfordChatham Town 0-2 Dartford | Isthmian League - Premier Division |
| 21 | Sat 4 Jan | 60-2 v Chichester CityChichester City 2-0 Chatham Town | Isthmian League - Premier Division |
| 22 | Tue 7 Jan | 60-1 v Hashtag UnitedChatham Town 0-1 Hashtag United | Isthmian League - Premier Division |
| 23 | Sat 11 Jan | 63-1 v Wingate & FinchleyChatham Town 3-1 Wingate & Finchley | Isthmian League - Premier Division |
| 24 | Sun 19 Jan | 60-1 v Potters Bar TownPotters Bar Town 1-0 Chatham Town | Isthmian League - Premier Division |
| 25 | Tue 28 Jan | 6 3-2 v Hashtag UnitedHashtag United 2-3 Chatham Town | Velocity Cup Quarter Final |
| 26 | Sat 1 Feb | 60-1 v Canvey IslandCanvey Island 1-0 Chatham Town | Isthmian League - Premier Division |
| 27 | Sat 15 Feb | 61-1 v HorshamHorsham 1-1 Chatham Town | Isthmian League - Premier Division |
| 28 | Sat 1 Mar | 64-1 v CheshuntChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 29 | Sat 8 Mar | 6 2-0 v WhitehawkWhitehawk 0-2 Chatham Town | Isthmian League - Premier Division |
| 30 | Tue 18 Mar | 61-0 v Dover AthleticDover Athletic 0-1 Chatham Town | Isthmian League - Premier Division |
| 31 | Sat 22 Mar | 61-0 v Hashtag UnitedHashtag United 0-1 Chatham Town | Isthmian League - Premier Division |
| 32 | Sat 29 Mar | 6 3-1 v Folkestone InvictaFolkestone Invicta 1-3 Chatham Town | Isthmian League - Premier Division |
| 33 | Mon 21 Apr | 60-1 v Cray Valley PMChatham Town 0-1 Cray Valley PM | Isthmian League - Premier Division |
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