| 1 | Sat 9 Aug | 40-0 v St Albans CitySt Albans City 0-0 Chatham Town | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 44-2 v RamsgateChatham Town 4-2 Ramsgate | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 41-0 v CheshuntChatham Town 1-0 Cheshunt | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 42-0 v AveleyAveley 0-2 Chatham Town | Isthmian League - Premier Division |
| 5 | Mon 25 Aug | 41-2 v Folkestone InvictaChatham Town 1-2 Folkestone Invicta | Isthmian League - Premier Division |
| 6 | Sat 30 Aug | 4 4-0 v MarlowChatham Town 4-0 Marlow | Emirates FA Cup First Qualifying Round |
| 7 | Sat 6 Sep | 43-0 v Wingate & FinchleyWingate & Finchley 0-3 Chatham Town | Isthmian League - Premier Division |
| 8 | Tue 16 Sep | 43-1 v Cray Valley PMChatham Town 3-1 Cray Valley PM | Isthmian League - Premier Division |
| 9 | Sat 20 Sep | 4 2-1 v Carshalton AthleticChatham Town 2-1 Carshalton Athletic | Isthmian League - Premier Division |
| 10 | Sat 27 Sep | 43-1 v Deal TownChatham Town 3-1 Deal Town | Emirates FA Cup Third Qualifying Round |
| 11 | Tue 14 Oct | 41-0 v Cray Valley PMCray Valley PM 0-1 Chatham Town | Isthmian League - Premier Division |
| 12 | Sat 18 Oct | 43-3 v Cray WanderersChatham Town 3-3 Cray Wanderers | Isthmian League - Premier Division |
| 13 | Tue 21 Oct | 40-0 v Dulwich HamletChatham Town 0-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 14 | Tue 4 Nov | 41-2 v Billericay TownBillericay Town 2-1 Chatham Town | Isthmian League - Premier Division |
| 15 | Sat 8 Nov | 46-0 v Hashtag UnitedHashtag United 0-6 Chatham Town | Isthmian League - Premier Division |
| 16 | Tue 11 Nov | 40-1 v RamsgateRamsgate 1-0 Chatham Town | Isthmian League - Premier Division |
| 17 | Tue 18 Nov | 4 3-2 v Erith TownChatham Town 3-2 Erith Town | Velocity Cup Third Round |
| 18 | Sat 22 Nov | 4 2-0 v LewesLewes 0-2 Chatham Town | Isthmian League - Premier Division |
| 19 | Tue 25 Nov | 41-0 v Welling UnitedWelling United 0-1 Chatham Town | Isthmian League - Premier Division |
| 20 | Sat 29 Nov | 41-4 v St Albans CityChatham Town 1-4 St Albans City | Isthmian League - Premier Division |
| 21 | Tue 2 Dec | 42-2 v Chichester CityChichester City 2-2 Chatham Town | Isthmian League - Premier Division |
| 22 | Sat 6 Dec | 44-0 v Burgess Hill TownChatham Town 4-0 Burgess Hill Town | Isthmian League - Premier Division |
| 23 | Tue 16 Dec | 43-0 v Potters Bar TownChatham Town 3-0 Potters Bar Town | Isthmian League - Premier Division |
| 24 | Sat 20 Dec | 44-0 v CheshuntCheshunt 0-4 Chatham Town | Isthmian League - Premier Division |
| 25 | Tue 23 Dec | 42-1 v Bromley FCChatham Town 2-1 Bromley FC | Kent Senior Cup |
| 26 | Sat 27 Dec | 41-2 v DartfordChatham Town 1-2 Dartford | Isthmian League - Premier Division |
| 27 | Tue 30 Dec | 40-1 v Crowborough AthleticCrowborough Athletic 1-0 Chatham Town | Velocity Cup Fourth Round |
| 28 | Sat 3 Jan | 42-1 v Folkestone InvictaFolkestone Invicta 1-2 Chatham Town | Isthmian League - Premier Division |
| 29 | Sat 17 Jan | 44-0 v Carshalton AthleticCarshalton Athletic 0-4 Chatham Town | Isthmian League - Premier Division |
| 30 | Sat 24 Jan | 40-1 v Billericay TownChatham Town 0-1 Billericay Town | Isthmian League - Premier Division |
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