| 1 | Sat 10 Aug | 110-2 v LewesLewes 2-0 Chatham Town | Isthmian League - Premier Division |
| 2 | Tue 13 Aug | 111-1 v Billericay TownChatham Town 1-1 Billericay Town | Isthmian League - Premier Division |
| 3 | Sat 17 Aug | 11 2-0 v Bowers & PitseaBowers & Pitsea 0-2 Chatham Town | Isthmian League - Premier Division |
| 4 | Sat 24 Aug | 113-1 v Dulwich HamletChatham Town 3-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 5 | Mon 26 Aug | 111-3 v DartfordDartford 3-1 Chatham Town | Isthmian League - Premier Division |
| 6 | Sat 31 Aug | 112-0 v WestfieldWestfield 0-2 Chatham Town | Emirates FA Cup First Qualifying Round |
| 7 | Sat 7 Sep | 112-2 v HendonChatham Town 2-2 Hendon | Isthmian League - Premier Division |
| 8 | Sat 14 Sep | 11 1-0 v Welling UnitedWelling United 0-1 Chatham Town | Emirates FA Cup Second Qualifying Round |
| 9 | Sat 28 Sep | 110-3 v Slough TownChatham Town 0-3 Slough Town | Emirates FA Cup Third Qualifying Round |
| 10 | Tue 1 Oct | 112-3 v Hastings UnitedHastings United 3-2 Chatham Town | Isthmian League - Premier Division |
| 11 | Sat 5 Oct | 111-0 v Wingate & FinchleyChatham Town 1-0 Wingate & Finchley | Isuzu FA Trophy Third Qualifying Round |
| 12 | Sat 26 Oct | 11 1-0 v Bowers & PitseaBowers & Pitsea 0-1 Chatham Town | Isuzu FA Trophy First Round |
| 13 | Tue 29 Oct | 11 1-0 v Ascot UnitedAscot United 0-1 Chatham Town | Velocity Cup Third Round |
| 14 | Sat 2 Nov | 111-1 v LewesChatham Town 1-1 Lewes | Isthmian League - Premier Division |
| 15 | Tue 5 Nov | 111-1 v Billericay TownBillericay Town 1-1 Chatham Town | Isthmian League - Premier Division |
| 16 | Sat 9 Nov | 11 1-1 v Dover AthleticChatham Town 1-1 Dover Athletic | Isthmian League - Premier Division |
| 17 | Tue 12 Nov | 112-0 v HorshamChatham Town 2-0 Horsham | Isthmian League - Premier Division |
| 18 | Sat 16 Nov | 11 1-1 v Slough TownSlough Town 1-1 Chatham Town | Isuzu FA Trophy Second Round |
| 19 | Tue 19 Nov | 111-1 v Wingate & FinchleyWingate & Finchley 1-1 Chatham Town | Isthmian League - Premier Division |
| 20 | Wed 1 Jan | 110-2 v DartfordChatham Town 0-2 Dartford | Isthmian League - Premier Division |
| 21 | Sat 4 Jan | 110-2 v Chichester CityChichester City 2-0 Chatham Town | Isthmian League - Premier Division |
| 22 | Tue 7 Jan | 11 0-1 v Hashtag UnitedChatham Town 0-1 Hashtag United | Isthmian League - Premier Division |
| 23 | Sat 11 Jan | 113-1 v Wingate & FinchleyChatham Town 3-1 Wingate & Finchley | Isthmian League - Premier Division |
| 24 | Sun 19 Jan | 110-1 v Potters Bar TownPotters Bar Town 1-0 Chatham Town | Isthmian League - Premier Division |
| 25 | Tue 28 Jan | 113-2 v Hashtag UnitedHashtag United 2-3 Chatham Town | Velocity Cup Quarter Final |
| 26 | Sat 1 Feb | 11 0-1 v Canvey IslandCanvey Island 1-0 Chatham Town | Isthmian League - Premier Division |
| 27 | Sat 8 Feb | 111-4 v Cray WanderersChatham Town 1-4 Cray Wanderers | Isthmian League - Premier Division |
| 28 | Sat 15 Feb | 111-1 v HorshamHorsham 1-1 Chatham Town | Isthmian League - Premier Division |
| 29 | Sat 1 Mar | 114-1 v CheshuntChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 30 | Sat 8 Mar | 112-0 v WhitehawkWhitehawk 0-2 Chatham Town | Isthmian League - Premier Division |
| 31 | Tue 11 Mar | 112-1 v HendonChatham Town 2-1 Hendon | Velocity Cup Semi Final |
| 32 | Sat 15 Mar | 111-1 v Bognor Regis TownChatham Town 1-1 Bognor Regis Town | Isthmian League - Premier Division |
| 33 | Tue 18 Mar | 111-0 v Dover AthleticDover Athletic 0-1 Chatham Town | Isthmian League - Premier Division |
| 34 | Sat 22 Mar | 111-0 v Hashtag UnitedHashtag United 0-1 Chatham Town | Isthmian League - Premier Division |
| 35 | Sat 29 Mar | 11 3-1 v Folkestone InvictaFolkestone Invicta 1-3 Chatham Town | Isthmian League - Premier Division |
| 36 | Sat 5 Apr | 11 3-0 v Carshalton AthleticChatham Town 3-0 Carshalton Athletic | Isthmian League - Premier Division |
| 37 | Wed 9 Apr | 112-3 v Billericay TownBillericay Town 3-2 Chatham Town | Velocity Cup Final |
| 38 | Sat 12 Apr | 11 0-1 v Chichester CityChatham Town 0-1 Chichester City | Isthmian League - Premier Division |
| 39 | Mon 21 Apr | 110-1 v Cray Valley PMChatham Town 0-1 Cray Valley PM | Isthmian League - Premier Division |
| 40 | Sat 26 Apr | 112-2 v Dulwich HamletDulwich Hamlet 2-2 Chatham Town | Isthmian League - Premier Division |
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