| 1 | Sat 3 Aug | 43-2 v Herne BayHerne Bay 2-3 Chatham Town | Friendly |
| 2 | Sat 10 Aug | 40-2 v LewesLewes 2-0 Chatham Town | Isthmian League - Premier Division |
| 3 | Tue 13 Aug | 41-1 v Billericay TownChatham Town 1-1 Billericay Town | Isthmian League - Premier Division |
| 4 | Sat 17 Aug | 42-0 v Bowers & PitseaBowers & Pitsea 0-2 Chatham Town | Isthmian League - Premier Division |
| 5 | Sat 24 Aug | 43-1 v Dulwich HamletChatham Town 3-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 6 | Mon 26 Aug | 4 1-3 v DartfordDartford 3-1 Chatham Town | Isthmian League - Premier Division |
| 7 | Sat 31 Aug | 42-0 v WestfieldWestfield 0-2 Chatham Town | Emirates FA Cup First Qualifying Round |
| 8 | Sat 7 Sep | 4 2-2 v HendonChatham Town 2-2 Hendon | Isthmian League - Premier Division |
| 9 | Sat 14 Sep | 41-0 v Welling UnitedWelling United 0-1 Chatham Town | Emirates FA Cup Second Qualifying Round |
| 10 | Sat 21 Sep | 41-3 v Canvey IslandChatham Town 1-3 Canvey Island | Isthmian League - Premier Division |
| 11 | Tue 24 Sep | 41-2 v Cray WanderersChatham Town 1-2 Cray Wanderers | Kent Senior Cup First Round |
| 12 | Sat 28 Sep | 40-3 v Slough TownChatham Town 0-3 Slough Town | Emirates FA Cup Third Qualifying Round |
| 13 | Tue 15 Oct | 44-1 v Cray WanderersCray Wanderers 1-4 Chatham Town | Isthmian League - Premier Division |
| 14 | Sat 19 Oct | 42-2 v Potters Bar TownChatham Town 2-2 Potters Bar Town | Isthmian League - Premier Division |
| 15 | Sat 2 Nov | 41-1 v LewesChatham Town 1-1 Lewes | Isthmian League - Premier Division |
| 16 | Tue 5 Nov | 41-1 v Billericay TownBillericay Town 1-1 Chatham Town | Isthmian League - Premier Division |
| 17 | Sat 9 Nov | 41-1 v Dover AthleticChatham Town 1-1 Dover Athletic | Isthmian League - Premier Division |
| 18 | Tue 12 Nov | 42-0 v HorshamChatham Town 2-0 Horsham | Isthmian League - Premier Division |
| 19 | Sat 16 Nov | 4 1-1 v Slough TownSlough Town 1-1 Chatham Town | Isuzu FA Trophy Second Round |
| 20 | Tue 19 Nov | 41-1 v Wingate & FinchleyWingate & Finchley 1-1 Chatham Town | Isthmian League - Premier Division |
| 21 | Sat 23 Nov | 45-0 v WhitehawkChatham Town 5-0 Whitehawk | Isthmian League - Premier Division |
| 22 | Sat 30 Nov | 47-1 v Bognor Regis TownBognor Regis Town 1-7 Chatham Town | Isthmian League - Premier Division |
| 23 | Tue 10 Dec | 41-0 v CheshuntCheshunt 0-1 Chatham Town | Isthmian League - Premier Division |
| 24 | Sat 14 Dec | 4 4-1 v Folkestone InvictaChatham Town 4-1 Folkestone Invicta | Isthmian League - Premier Division |
| 25 | Tue 17 Dec | 42-0 v Burgess Hill TownChatham Town 2-0 Burgess Hill Town | Velocity Cup Fourth Round |
| 26 | Sat 21 Dec | 4 0-2 v Carshalton AthleticCarshalton Athletic 2-0 Chatham Town | Isthmian League - Premier Division |
| 27 | Thu 26 Dec | 43-3 v Cray Valley PMCray Valley PM 3-3 Chatham Town | Isthmian League - Premier Division |
| 28 | Sat 28 Dec | 4 3-1 v Bowers & PitseaChatham Town 3-1 Bowers & Pitsea | Isthmian League - Premier Division |
| 29 | Wed 1 Jan | 4 0-2 v DartfordChatham Town 0-2 Dartford | Isthmian League - Premier Division |
| 30 | Sat 4 Jan | 4 0-2 v Chichester CityChichester City 2-0 Chatham Town | Isthmian League - Premier Division |
| 31 | Sun 19 Jan | 40-1 v Potters Bar TownPotters Bar Town 1-0 Chatham Town | Isthmian League - Premier Division |
| 32 | Tue 28 Jan | 43-2 v Hashtag UnitedHashtag United 2-3 Chatham Town | Velocity Cup Quarter Final |
| 33 | Sat 1 Feb | 4 0-1 v Canvey IslandCanvey Island 1-0 Chatham Town | Isthmian League - Premier Division |
| 34 | Sat 8 Feb | 4 1-4 v Cray WanderersChatham Town 1-4 Cray Wanderers | Isthmian League - Premier Division |
| 35 | Sat 15 Feb | 41-1 v HorshamHorsham 1-1 Chatham Town | Isthmian League - Premier Division |
| 36 | Sat 1 Mar | 44-1 v CheshuntChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 37 | Tue 4 Mar | 4 2-0 v Hastings UnitedChatham Town 2-0 Hastings United | Isthmian League - Premier Division |
| 38 | Sat 29 Mar | 43-1 v Folkestone InvictaFolkestone Invicta 1-3 Chatham Town | Isthmian League - Premier Division |
| 39 | Sat 5 Apr | 43-0 v Carshalton AthleticChatham Town 3-0 Carshalton Athletic | Isthmian League - Premier Division |
| 40 | Wed 9 Apr | 42-3 v Billericay TownBillericay Town 3-2 Chatham Town | Velocity Cup Final |
| 41 | Sat 12 Apr | 40-1 v Chichester CityChatham Town 0-1 Chichester City | Isthmian League - Premier Division |
| 42 | Sat 19 Apr | 43-3 v HendonHendon 3-3 Chatham Town | Isthmian League - Premier Division |
| 43 | Mon 21 Apr | 40-1 v Cray Valley PMChatham Town 0-1 Cray Valley PM | Isthmian League - Premier Division |
| 44 | Sat 26 Apr | 4 2-2 v Dulwich HamletDulwich Hamlet 2-2 Chatham Town | Isthmian League - Premier Division |
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