| 1 | Sat 15 Aug 2015 | 12-1 v Hastings UnitedChatham Town 2-1 Hastings United | Ryman League Division One South |
| 2 | Tue 18 Aug 2015 | 12-1 v VCD AthleticVCD Athletic 1-2 Chatham Town | Alan Turvey Trophy First Round |
| 3 | Sat 22 Aug 2015 | 12-1 v Herne BayHerne Bay 1-2 Chatham Town | Ryman League Division One South |
| 4 | Tue 25 Aug 2015 | 11-2 v RamsgateChatham Town 1-2 Ramsgate | Ryman League Division One South |
| 5 | Sat 29 Aug 2015 | 14-0 v Chichester CityChichester City 0-4 Chatham Town | Emirates FA Cup Preliminary Round |
| 6 | Sat 5 Sep 2015 | 11-1 v MoleseyChatham Town 1-1 Molesey | Ryman League Division One South |
| 7 | Wed 9 Sep 2015 | 11-1 v RamsgateRamsgate 1-1 Chatham Town | Ryman League Division One South |
| 8 | Sat 12 Sep 2015 | 11-0 v Cray WanderersChatham Town 1-0 Cray Wanderers | Emirates FA Cup First Qualifying Round |
| 9 | Sat 19 Sep 2015 | 11-2 v Three BridgesThree Bridges 2-1 Chatham Town | Ryman League Division One South |
| 10 | Tue 22 Sep 2015 | 11-3 v Tooting & Mitcham UnitedChatham Town 1-3 Tooting & Mitcham United | Ryman League Division One South |
| 11 | Sat 26 Sep 2015 | 11-2 v Eastbourne TownChatham Town 1-2 Eastbourne Town | Emirates FA Cup Second Qualifying Round |
| 12 | Sat 3 Oct 2015 | 11-1 v Peacehaven & TelscombeChatham Town 1-1 Peacehaven & Telscombe | Ryman League Division One South |
| 13 | Sat 10 Oct 2015 | 10-1 v Carshalton AthleticChatham Town 0-1 Carshalton Athletic | Ryman League Division One South |
| 14 | Tue 13 Oct 2015 | 10-1 v SittingbourneChatham Town 0-1 Sittingbourne | Alan Turvey Trophy Second Round |
| 15 | Sat 17 Oct 2015 | 12-1 v Walton & HershamWalton & Hersham 1-2 Chatham Town | Ryman League Division One South |
| 16 | Tue 20 Oct 2015 | 17-2 v Tooting & Mitcham UnitedTooting & Mitcham United 2-7 Chatham Town | Ryman League Division One South |
| 17 | Sat 24 Oct 2015 | 11-2 v Corinthian-CasualsChatham Town 1-2 Corinthian-Casuals | Ryman League Division One South |
| 18 | Sat 31 Oct 2015 | 10-3 v ThurrockThurrock 3-0 Chatham Town | FA Trophy First Qualifying Round |
| 19 | Sat 7 Nov 2015 | 10-1 v Hastings UnitedHastings United 1-0 Chatham Town | Ryman League Division One South |
| 20 | Tue 10 Nov 2015 | 14-1 v GuernseyChatham Town 4-1 Guernsey | Ryman League Division One South |
| 21 | Sat 21 Nov 2015 | 11-2 v Hythe TownChatham Town 1-2 Hythe Town | Ryman League Division One South |
| 22 | Tue 1 Dec 2015 | 10-1 v Folkestone InvictaChatham Town 0-1 Folkestone Invicta | Ryman League Division One South |
| 23 | Sat 5 Dec 2015 | 11-2 v WhyteleafeChatham Town 1-2 Whyteleafe | Ryman League Division One South |
| 24 | Sat 23 Jan 2016 | 12-3 v Dorking WanderersChatham Town 2-3 Dorking Wanderers | Ryman League Division One South |
| 25 | Sat 20 Feb 2016 | 14-0 v Walton & HershamChatham Town 4-0 Walton & Hersham | Ryman League Division One South |
| 26 | Sat 23 Apr 2016 | 15-2 v WhyteleafeWhyteleafe 2-5 Chatham Town | Ryman League Division One South |
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