| Non League Premier - Isthmian | Cray Valley PM | Cheshunt | 31‑Jan | 3-3 | |
| Non League Premier - Isthmian | Cheshunt | Chichester City | 24‑Jan | 2-0 | |
| Non League Premier - Isthmian | Dulwich Hamlet | Cheshunt | 17‑Jan | 0-1 | |
| Non League Premier - Isthmian | Carshalton Athletic | Cheshunt | 12‑Jan | 3-3 | |
| Non League Premier - Isthmian | Potters Bar Town | Cheshunt | 27‑Dec | 3-1 | |
| Non League Premier - Isthmian | Cheshunt | Chatham Town | 20‑Dec | 0-4 | |
| Non League Premier - Isthmian | Chichester City | Cheshunt | 16‑Dec | 2-2 | |
| FA Trophy | Wealdstone | Cheshunt | 13‑Dec | 2-1 | |
| Non League Premier - Isthmian | Brentwood Town | Cheshunt | 09‑Dec | 2-2 | |
| Non League Premier - Isthmian | Welling United | Cheshunt | 29‑Nov | 3-1 | |
| Non League Premier - Isthmian | Cheshunt | Canvey Island | 25‑Nov | 2-0 | |
| Non League Premier - Isthmian | Cheshunt | Folkestone Invicta | 22‑Nov | 2-4 | |
| Non League Premier - Isthmian | Ramsgate | Cheshunt | 08‑Nov | 1-1 | |
| Non League Premier - Isthmian | Cheshunt | Cray Wanderers | 01‑Nov | 1-1 | |
| Non League Premier - Isthmian | Lewes | Cheshunt | 28‑Oct | 2-1 | |
| FA Trophy | Wingate & Finchley | Cheshunt | 25‑Oct | 0-1 | |
| Non League Premier - Isthmian | Cheshunt | Wingate & Finchley | 18‑Oct | 2-3 | |
| Non League Premier - Isthmian | Billericay Town | Cheshunt | 14‑Oct | 1-1 | |
| Non League Premier - Isthmian | Cheshunt | Cray Valley PM | 11‑Oct | 1-1 | |
| FA Trophy | Carshalton Athletic | Cheshunt | 04‑Oct | 1-2 | |
| Non League Premier - Isthmian | Dartford | Cheshunt | 27‑Sep | 2-0 | |
| Non League Premier - Isthmian | Cheshunt | Dulwich Hamlet | 20‑Sep | 1-1 | |
| Non League Premier - Isthmian | Cheshunt | Billericay Town | 09‑Sep | 2-2 | |
| Non League Premier - Isthmian | Cheshunt | Burgess Hill Town | 06‑Sep | 1-1 | |
| FA Cup | Cheshunt | Leiston | 30‑Aug | 1-2 | |
| Non League Premier - Isthmian | St Albans City | Cheshunt | 25‑Aug | 1-2 | |
| Non League Premier - Isthmian | Cheshunt | Hashtag United | 23‑Aug | 3-1 | |
| Non League Premier - Isthmian | Chatham Town | Cheshunt | 16‑Aug | 1-0 | |
| Non League Premier - Isthmian | Canvey Island | Cheshunt | 12‑Aug | 1-4 | |
| Non League Premier - Isthmian | Cheshunt | Welling United | 09‑Aug | 4-2 | |
