| 1 | Tue 28 Oct | 353-1 v Erith TownErith Town 1-3 Chatham Town | Kent Senior Cup |
| 2 | Tue 4 Nov | 301-2 v Billericay TownBillericay Town 2-1 Chatham Town | Isthmian League - Premier Division |
| 3 | Sat 8 Nov | 306-0 v Hashtag UnitedHashtag United 0-6 Chatham Town | Isthmian League - Premier Division |
| 4 | Tue 11 Nov | 300-1 v RamsgateRamsgate 1-0 Chatham Town | Isthmian League - Premier Division |
| 5 | Sat 15 Nov | 331-0 v Wimborne TownWimborne Town 0-1 Chatham Town | Isuzu FA Trophy Second Round |
| 6 | Sat 29 Nov | 301-4 v St Albans CityChatham Town 1-4 St Albans City | Isthmian League - Premier Division |
| 7 | Tue 2 Dec | 302-2 v Chichester CityChichester City 2-2 Chatham Town | Isthmian League - Premier Division |
| 8 | Sat 6 Dec | 304-0 v Burgess Hill TownChatham Town 4-0 Burgess Hill Town | Isthmian League - Premier Division |
| 9 | Sat 13 Dec | 353-0 v Plymouth ParkwayChatham Town 3-0 Plymouth Parkway | Isuzu FA Trophy Third Round |
| 10 | Tue 16 Dec | 303-0 v Potters Bar TownChatham Town 3-0 Potters Bar Town | Isthmian League - Premier Division |
| 11 | Sat 20 Dec | 30 4-0 v CheshuntCheshunt 0-4 Chatham Town | Isthmian League - Premier Division |
| 12 | Sat 27 Dec | 30 1-2 v DartfordChatham Town 1-2 Dartford | Isthmian League - Premier Division |
| 13 | Tue 30 Dec | 300-1 v Crowborough AthleticCrowborough Athletic 1-0 Chatham Town | Velocity Cup Fourth Round |
| 14 | Sat 3 Jan | 302-1 v Folkestone InvictaFolkestone Invicta 1-2 Chatham Town | Isthmian League - Premier Division |
| 15 | Sat 10 Jan | 351-0 v Carlisle UnitedChatham Town 1-0 Carlisle United | Isuzu FA Trophy Fourth Round |
| 16 | Sat 17 Jan | 304-0 v Carshalton AthleticCarshalton Athletic 0-4 Chatham Town | Isthmian League - Premier Division |
| 17 | Sat 24 Jan | 300-1 v Billericay TownChatham Town 0-1 Billericay Town | Isthmian League - Premier Division |
| 18 | Tue 3 Feb | 300-1 v Brentwood TownChatham Town 0-1 Brentwood Town | Isthmian League - Premier Division |
| 19 | Tue 24 Feb | 300-1 v Dulwich HamletDulwich Hamlet 1-0 Chatham Town | Isthmian League - Premier Division |
| 20 | Sat 28 Feb | 300-0 v WhitehawkWhitehawk 0-0 Chatham Town | Isthmian League - Premier Division |
| 21 | Tue 3 Mar | 302-1 v WhitehawkChatham Town 2-1 Whitehawk | Isthmian League - Premier Division |
| 22 | Sat 7 Mar | 303-0 v Hashtag UnitedChatham Town 3-0 Hashtag United | Isthmian League - Premier Division |
| 23 | Sat 14 Mar | 303-0 v Canvey IslandChatham Town 3-0 Canvey Island | Isthmian League - Premier Division |
| 24 | Tue 17 Mar | 301-0 v Canvey IslandCanvey Island 0-1 Chatham Town | Isthmian League - Premier Division |
| 25 | Sat 21 Mar | 303-0 v Burgess Hill TownBurgess Hill Town 0-3 Chatham Town | Isthmian League - Premier Division |
| 26 | Sat 28 Mar | 300-0 v Brentwood TownBrentwood Town 0-0 Chatham Town | Isthmian League - Premier Division |
| 27 | Sat 4 Apr | 300-1 v AveleyChatham Town 0-1 Aveley | Isthmian League - Premier Division |
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