| 1 | Sat 17 Aug | 202-0 v Bowers & PitseaBowers & Pitsea 0-2 Chatham Town | Isthmian League - Premier Division |
| 2 | Sat 31 Aug | 202-0 v WestfieldWestfield 0-2 Chatham Town | Emirates FA Cup First Qualifying Round |
| 3 | Sat 7 Sep | 122-2 v HendonChatham Town 2-2 Hendon | Isthmian League - Premier Division |
| 4 | Sat 14 Sep | 181-0 v Welling UnitedWelling United 0-1 Chatham Town | Emirates FA Cup Second Qualifying Round |
| 5 | Sat 21 Sep | 201-3 v Canvey IslandChatham Town 1-3 Canvey Island | Isthmian League - Premier Division |
| 6 | Tue 29 Oct | 81-0 v Ascot UnitedAscot United 0-1 Chatham Town | Velocity Cup Third Round |
| 7 | Sat 2 Nov | 191-1 v LewesChatham Town 1-1 Lewes | Isthmian League - Premier Division |
| 8 | Tue 5 Nov | 19 1-1 v Billericay TownBillericay Town 1-1 Chatham Town | Isthmian League - Premier Division |
| 9 | Sat 9 Nov | 31-1 v Dover AthleticChatham Town 1-1 Dover Athletic | Isthmian League - Premier Division |
| 10 | Tue 12 Nov | 32-0 v HorshamChatham Town 2-0 Horsham | Isthmian League - Premier Division |
| 11 | Sat 16 Nov | 31-1 v Slough TownSlough Town 1-1 Chatham Town | Isuzu FA Trophy Second Round |
| 12 | Tue 19 Nov | 31-1 v Wingate & FinchleyWingate & Finchley 1-1 Chatham Town | Isthmian League - Premier Division |
| 13 | Sat 23 Nov | 3 5-0 v WhitehawkChatham Town 5-0 Whitehawk | Isthmian League - Premier Division |
| 14 | Sat 30 Nov | 37-1 v Bognor Regis TownBognor Regis Town 1-7 Chatham Town | Isthmian League - Premier Division |
| 15 | Tue 10 Dec | 3 1-0 v CheshuntCheshunt 0-1 Chatham Town | Isthmian League - Premier Division |
| 16 | Sat 14 Dec | 34-1 v Folkestone InvictaChatham Town 4-1 Folkestone Invicta | Isthmian League - Premier Division |
| 17 | Tue 17 Dec | 32-0 v Burgess Hill TownChatham Town 2-0 Burgess Hill Town | Velocity Cup Fourth Round |
| 18 | Sat 21 Dec | 30-2 v Carshalton AthleticCarshalton Athletic 2-0 Chatham Town | Isthmian League - Premier Division |
| 19 | Thu 26 Dec | 33-3 v Cray Valley PMCray Valley PM 3-3 Chatham Town | Isthmian League - Premier Division |
| 20 | Sat 28 Dec | 33-1 v Bowers & PitseaChatham Town 3-1 Bowers & Pitsea | Isthmian League - Premier Division |
| 21 | Wed 1 Jan | 30-2 v DartfordChatham Town 0-2 Dartford | Isthmian League - Premier Division |
| 22 | Sat 4 Jan | 30-2 v Chichester CityChichester City 2-0 Chatham Town | Isthmian League - Premier Division |
| 23 | Sun 19 Jan | 30-1 v Potters Bar TownPotters Bar Town 1-0 Chatham Town | Isthmian League - Premier Division |
| 24 | Tue 28 Jan | 33-2 v Hashtag UnitedHashtag United 2-3 Chatham Town | Velocity Cup Quarter Final |
| 25 | Sat 1 Feb | 30-1 v Canvey IslandCanvey Island 1-0 Chatham Town | Isthmian League - Premier Division |
| 26 | Sat 8 Feb | 31-4 v Cray WanderersChatham Town 1-4 Cray Wanderers | Isthmian League - Premier Division |
| 27 | Sat 15 Feb | 31-1 v HorshamHorsham 1-1 Chatham Town | Isthmian League - Premier Division |
| 28 | Sat 1 Mar | 34-1 v CheshuntChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 29 | Tue 4 Mar | 32-0 v Hastings UnitedChatham Town 2-0 Hastings United | Isthmian League - Premier Division |
| 30 | Sat 8 Mar | 32-0 v WhitehawkWhitehawk 0-2 Chatham Town | Isthmian League - Premier Division |
| 31 | Tue 11 Mar | 32-1 v HendonChatham Town 2-1 Hendon | Velocity Cup Semi Final |
| 32 | Sat 15 Mar | 31-1 v Bognor Regis TownChatham Town 1-1 Bognor Regis Town | Isthmian League - Premier Division |
| 33 | Tue 18 Mar | 3 1-0 v Dover AthleticDover Athletic 0-1 Chatham Town | Isthmian League - Premier Division |
| 34 | Sat 22 Mar | 3 1-0 v Hashtag UnitedHashtag United 0-1 Chatham Town | Isthmian League - Premier Division |
| 35 | Sat 29 Mar | 33-1 v Folkestone InvictaFolkestone Invicta 1-3 Chatham Town | Isthmian League - Premier Division |
| 36 | Sat 5 Apr | 33-0 v Carshalton AthleticChatham Town 3-0 Carshalton Athletic | Isthmian League - Premier Division |
| 37 | Wed 9 Apr | 32-3 v Billericay TownBillericay Town 3-2 Chatham Town | Velocity Cup Final |
| 38 | Sat 12 Apr | 30-1 v Chichester CityChatham Town 0-1 Chichester City | Isthmian League - Premier Division |
| 39 | Sat 19 Apr | 33-3 v HendonHendon 3-3 Chatham Town | Isthmian League - Premier Division |
| 40 | Mon 21 Apr | 30-1 v Cray Valley PMChatham Town 0-1 Cray Valley PM | Isthmian League - Premier Division |
| 41 | Sat 26 Apr | 32-2 v Dulwich HamletDulwich Hamlet 2-2 Chatham Town | Isthmian League - Premier Division |
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