| Non League Premier - Isthmian | Wingate & Finchley | Chatham Town | 19‑Nov | 1-1 | |
| FA Trophy | Slough Town | Chatham Town | 16‑Nov | 1-1 | |
| Non League Premier - Isthmian | Chatham Town | Horsham | 12‑Nov | 2-0 | |
| Non League Premier - Isthmian | Chatham Town | Dover | 09‑Nov | 1-1 | |
| Non League Premier - Isthmian | Billericay Town | Chatham Town | 05‑Nov | 1-1 | |
| Non League Premier - Isthmian | Chatham Town | Lewes | 02‑Nov | 1-1 | |
| FA Trophy | Bowers & Pitsea | Chatham Town | 26‑Oct | 0-1 | |
| Non League Premier - Isthmian | Chatham Town | Potters Bar Town | 19‑Oct | 2-2 | |
| Non League Premier - Isthmian | Cray Wanderers | Chatham Town | 15‑Oct | 1-4 | |
| FA Trophy | Chatham Town | Wingate & Finchley | 05‑Oct | 1-0 | |
| Non League Premier - Isthmian | Hastings United | Chatham Town | 01‑Oct | 3-2 | |
| FA Cup | Chatham Town | Slough Town | 28‑Sep | 0-3 | |
| Non League Premier - Isthmian | Chatham Town | Canvey Island | 21‑Sep | 1-3 | |
| FA Cup | Welling United | Chatham Town | 14‑Sep | 0-1 | |
| Non League Premier - Isthmian | Chatham Town | Hendon | 07‑Sep | 2-2 | |
| FA Cup | Westfield (Surrey) | Chatham Town | 31‑Aug | 0-2 | |
| Non League Premier - Isthmian | Dartford | Chatham Town | 26‑Aug | 3-1 | |
| Non League Premier - Isthmian | Chatham Town | Dulwich Hamlet | 24‑Aug | 3-1 | |
| Non League Premier - Isthmian | Bowers & Pitsea | Chatham Town | 17‑Aug | 0-2 | |
| Non League Premier - Isthmian | Chatham Town | Billericay Town | 13‑Aug | 1-1 | |
| Non League Premier - Isthmian | Lewes | Chatham Town | 10‑Aug | 2-0 | |
| Friendlies Clubs | Herne Bay | Chatham Town | 03‑Aug | 2-3 | |
| Friendlies Clubs | Chatham Town | Coventry City U21 | 16‑Jul | 3-1 | |
| Friendlies Clubs | Chatham Town | Sheppey United | 09‑Jul | 3-0 | |
