| 1 | Sat 10 Aug | 20-2 v LewesLewes 2-0 Chatham Town | Isthmian League - Premier Division |
| 2 | Sat 21 Sep | 2 1-3 v Canvey IslandChatham Town 1-3 Canvey Island | Isthmian League - Premier Division |
| 3 | Tue 24 Sep | 21-2 v Cray WanderersChatham Town 1-2 Cray Wanderers | Kent Senior Cup First Round |
| 4 | Sat 28 Sep | 20-3 v Slough TownChatham Town 0-3 Slough Town | Emirates FA Cup Third Qualifying Round |
| 5 | Tue 1 Oct | 22-3 v Hastings UnitedHastings United 3-2 Chatham Town | Isthmian League - Premier Division |
| 6 | Sat 5 Oct | 21-0 v Wingate & FinchleyChatham Town 1-0 Wingate & Finchley | Isuzu FA Trophy Third Qualifying Round |
| 7 | Tue 15 Oct | 24-1 v Cray WanderersCray Wanderers 1-4 Chatham Town | Isthmian League - Premier Division |
| 8 | Sat 19 Oct | 22-2 v Potters Bar TownChatham Town 2-2 Potters Bar Town | Isthmian League - Premier Division |
| 9 | Tue 29 Oct | 2 1-0 v Ascot UnitedAscot United 0-1 Chatham Town | Velocity Cup Third Round |
| 10 | Tue 5 Nov | 2 1-1 v Billericay TownBillericay Town 1-1 Chatham Town | Isthmian League - Premier Division |
| 11 | Sat 9 Nov | 21-1 v Dover AthleticChatham Town 1-1 Dover Athletic | Isthmian League - Premier Division |
| 12 | Tue 12 Nov | 22-0 v HorshamChatham Town 2-0 Horsham | Isthmian League - Premier Division |
| 13 | Sat 16 Nov | 21-1 v Slough TownSlough Town 1-1 Chatham Town | Isuzu FA Trophy Second Round |
| 14 | Sat 23 Nov | 25-0 v WhitehawkChatham Town 5-0 Whitehawk | Isthmian League - Premier Division |
| 15 | Sat 30 Nov | 27-1 v Bognor Regis TownBognor Regis Town 1-7 Chatham Town | Isthmian League - Premier Division |
| 16 | Tue 10 Dec | 21-0 v CheshuntCheshunt 0-1 Chatham Town | Isthmian League - Premier Division |
| 17 | Sat 14 Dec | 24-1 v Folkestone InvictaChatham Town 4-1 Folkestone Invicta | Isthmian League - Premier Division |
| 18 | Sat 21 Dec | 2 0-2 v Carshalton AthleticCarshalton Athletic 2-0 Chatham Town | Isthmian League - Premier Division |
| 19 | Thu 26 Dec | 23-3 v Cray Valley PMCray Valley PM 3-3 Chatham Town | Isthmian League - Premier Division |
| 20 | Sat 28 Dec | 23-1 v Bowers & PitseaChatham Town 3-1 Bowers & Pitsea | Isthmian League - Premier Division |
| 21 | Wed 1 Jan | 20-2 v DartfordChatham Town 0-2 Dartford | Isthmian League - Premier Division |
| 22 | Sat 4 Jan | 2 0-2 v Chichester CityChichester City 2-0 Chatham Town | Isthmian League - Premier Division |
| 23 | Tue 7 Jan | 20-1 v Hashtag UnitedChatham Town 0-1 Hashtag United | Isthmian League - Premier Division |
| 24 | Sat 29 Mar | 71-3 v Chatham TownFolkestone Invicta 1-3 Chatham Town | Isthmian League - Premier Division |
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