| 1 | Tue 15 Oct | 124-1 v Cray WanderersCray Wanderers 1-4 Chatham Town | Isthmian League - Premier Division |
| 2 | Sat 19 Oct | 122-2 v Potters Bar TownChatham Town 2-2 Potters Bar Town | Isthmian League - Premier Division |
| 3 | Sat 26 Oct | 121-0 v Bowers & PitseaBowers & Pitsea 0-1 Chatham Town | Isuzu FA Trophy First Round |
| 4 | Tue 29 Oct | 12 1-0 v Ascot UnitedAscot United 0-1 Chatham Town | Velocity Cup Third Round |
| 5 | Sat 2 Nov | 121-1 v LewesChatham Town 1-1 Lewes | Isthmian League - Premier Division |
| 6 | Tue 5 Nov | 121-1 v Billericay TownBillericay Town 1-1 Chatham Town | Isthmian League - Premier Division |
| 7 | Tue 12 Nov | 162-0 v HorshamChatham Town 2-0 Horsham | Isthmian League - Premier Division |
| 8 | Sat 16 Nov | 16 1-1 v Slough TownSlough Town 1-1 Chatham Town | Isuzu FA Trophy Second Round |
| 9 | Tue 19 Nov | 161-1 v Wingate & FinchleyWingate & Finchley 1-1 Chatham Town | Isthmian League - Premier Division |
| 10 | Sat 23 Nov | 165-0 v WhitehawkChatham Town 5-0 Whitehawk | Isthmian League - Premier Division |
| 11 | Sat 30 Nov | 167-1 v Bognor Regis TownBognor Regis Town 1-7 Chatham Town | Isthmian League - Premier Division |
| 12 | Sat 14 Dec | 164-1 v Folkestone InvictaChatham Town 4-1 Folkestone Invicta | Isthmian League - Premier Division |
| 13 | Tue 17 Dec | 16 2-0 v Burgess Hill TownChatham Town 2-0 Burgess Hill Town | Velocity Cup Fourth Round |
| 14 | Sat 21 Dec | 160-2 v Carshalton AthleticCarshalton Athletic 2-0 Chatham Town | Isthmian League - Premier Division |
| 15 | Thu 26 Dec | 163-3 v Cray Valley PMCray Valley PM 3-3 Chatham Town | Isthmian League - Premier Division |
| 16 | Sat 28 Dec | 163-1 v Bowers & PitseaChatham Town 3-1 Bowers & Pitsea | Isthmian League - Premier Division |
| 17 | Wed 1 Jan | 160-2 v DartfordChatham Town 0-2 Dartford | Isthmian League - Premier Division |
| 18 | Sat 4 Jan | 16 0-2 v Chichester CityChichester City 2-0 Chatham Town | Isthmian League - Premier Division |
| 19 | Tue 7 Jan | 160-1 v Hashtag UnitedChatham Town 0-1 Hashtag United | Isthmian League - Premier Division |
| 20 | Sat 11 Jan | 163-1 v Wingate & FinchleyChatham Town 3-1 Wingate & Finchley | Isthmian League - Premier Division |
| 21 | Tue 28 Jan | 73-2 v Hashtag UnitedHashtag United 2-3 Chatham Town | Velocity Cup Quarter Final |
| 22 | Sat 15 Feb | 71-1 v HorshamHorsham 1-1 Chatham Town | Isthmian League - Premier Division |
| 23 | Sat 1 Mar | 74-1 v CheshuntChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 24 | Tue 4 Mar | 72-0 v Hastings UnitedChatham Town 2-0 Hastings United | Isthmian League - Premier Division |
| 25 | Sat 8 Mar | 7 2-0 v WhitehawkWhitehawk 0-2 Chatham Town | Isthmian League - Premier Division |
| 26 | Tue 11 Mar | 72-1 v HendonChatham Town 2-1 Hendon | Velocity Cup Semi Final |
| 27 | Tue 18 Mar | 71-0 v Dover AthleticDover Athletic 0-1 Chatham Town | Isthmian League - Premier Division |
| 28 | Sat 22 Mar | 71-0 v Hashtag UnitedHashtag United 0-1 Chatham Town | Isthmian League - Premier Division |
| 29 | Wed 9 Apr | 72-3 v Billericay TownBillericay Town 3-2 Chatham Town | Velocity Cup Final |
| 30 | Sat 12 Apr | 70-1 v Chichester CityChatham Town 0-1 Chichester City | Isthmian League - Premier Division |
| 31 | Sat 19 Apr | 73-3 v HendonHendon 3-3 Chatham Town | Isthmian League - Premier Division |
| 32 | Mon 21 Apr | 7 0-1 v Cray Valley PMChatham Town 0-1 Cray Valley PM | Isthmian League - Premier Division |
| 33 | Sat 26 Apr | 72-2 v Dulwich HamletDulwich Hamlet 2-2 Chatham Town | Isthmian League - Premier Division |
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