Home History
| England Isthmian Premier Division | 2019/08/31 14:00 | Bishop's Stortford v Cheshunt | L | 3-2 |
| England Isthmian Premier Division | 2019/08/26 14:00 | Cheshunt v Corinthian Casuals | D | 1-1 |
| England Isthmian Premier Division | 2019/08/17 14:00 | Cheshunt v Haringey Borough | L | 0-1 |
| England Isthmian Premier Division | 2019/08/13 18:45 | Cheshunt v Potters Bar Town | W | 2-0 |
| England Isthmian Premier Division | 2019/08/10 14:00 | East Thurrock v Cheshunt | L | 4-1 |
| UK Friendlies | 2019/07/24 18:45 | Cheshunt v Stevenage XI | L | 1-2 |
| England Isthmian Division One South | 2019/04/30 18:45 | Cheshunt v Marlow | W | 2-1 |
| England County Cup | 2019/04/15 18:45 | Boreham Wood v Cheshunt | L | 2-0 |
Away History
| England Isthmian Premier Division | 2019/08/31 14:00 | Corinthian Casuals v Brightlingsea Regent | W | 0-1 |
| England Isthmian Premier Division | 2019/08/26 14:00 | Brightlingsea Regent v AFC Hornchurch | W | 1-0 |
| England Isthmian Premier Division | 2019/08/24 14:00 | Haringey Borough v Brightlingsea Regent | L | 5-1 |
| England Isthmian Premier Division | 2019/08/17 14:00 | Brightlingsea Regent v Merstham | D | 0-0 |
| England Isthmian Premier Division | 2019/08/13 18:45 | Brightlingsea Regent v Bowers Pitsea | L | 2-4 |
| England Isthmian Premier Division | 2019/08/10 14:00 | Margate v Brightlingsea Regent | D | 0-0 |
| England Isthmian Premier Division | 2019/04/27 14:00 | Brightlingsea Regent v Enfield Town | W | 1-0 |
| England Isthmian Premier Division | 2019/04/22 14:00 | Bishop's Stortford v Brightlingsea Regent | L | 3-2 |