Home History
| England Isthmian Premier Division | 2017/12/16 15:00 | Enfield Town v Dorking Wanderers | W | 3-2 |
| England Isthmian Premier Division | 2017/12/05 19:45 | Leiston v Enfield Town | L | 2-0 |
| England Isthmian Premier Division | 2017/12/02 15:00 | Enfield Town v Dulwich | W | 3-1 |
| England Isthmian Premier Division | 2017/11/28 19:45 | Folkestone Invicta v Enfield Town | L | 5-1 |
| England Isthmian Premier Division | 2017/11/25 15:00 | Leatherhead v Enfield Town | L | 2-0 |
| England Isthmian Premier Division | 2017/11/21 19:45 | Enfield Town v Wingate & Finchley | D | 1-1 |
| England Isthmian Premier Division | 2017/11/18 15:00 | Enfield Town v Thurrock | W | 3-1 |
| England County Cup | 2017/11/07 19:45 | Enfield Town v Hampton & Richmond | L | 1-2 |
Away History
| England County Cup | 2017/12/06 19:45 | Woking XI v Chipstead | W | 1-3 |
| England Isthmian Division One South | 2017/11/13 19:45 | Carshalton Ath v Chipstead | L | 2-1 |
| England FA Cup Qualification | 2017/09/16 14:00 | AFC Sudbury v Chipstead | L | 3-0 |
| England FA Cup Qualification | 2017/09/03 14:00 | Littlehampton Town v Chipstead | D | 2-2 |
| England Isthmian Division One South | 2017/02/15 19:45 | Dorking Wanderers v Chipstead | L | 1-0 |
| England Isthmian Division One South | 2016/09/07 18:14 | South Park v Chipstead | D | 1-1 |
| England FA Cup | 2016/09/03 14:00 | Slough v Chipstead | L | 6-1 |
| England FA Cup | 2014/09/16 18:45 | Chipstead v Merstham | L | 3-4 |