Home History
| Club Friendly List | 2024/08/03 14:00 | Cheshunt v Aveley | D | 1-1 |
| Club Friendly List | 2024/07/30 18:45 | Hertford Town v Cheshunt | L | 2-1 |
| Club Friendly List | 2024/07/13 14:00 | Haringey Borough v Cheshunt | W | 2-3 |
| England Ryman Premier Division | 2024/04/27 14:00 | Hashtag United v Cheshunt | D | 3-3 |
| England Ryman Premier Division | 2024/04/23 18:45 | Cheshunt v Horsham | W | 1-0 |
| England Ryman Premier Division | 2024/04/20 14:00 | Cheshunt v Canvey Island | L | 1-3 |
| England Ryman Premier Division | 2024/04/13 14:00 | Billericay Town v Cheshunt | L | 2-1 |
| England Ryman Premier Division | 2024/04/06 14:00 | Cheshunt v Lewes | W | 4-0 |
Away History
| UK Friendlies | 2024/07/16 18:45 | St Albans v Leyton Orient XI | W | 1-5 |
| UK Friendlies | 2024/07/16 18:45 | Welling v Leyton Orient XI | D | 1-1 |
| UK Friendlies | 2022/07/26 18:00 | Walthamstow v Leyton Orient XI | W | 0-3 |
| England County Cup | 2018/12/03 19:44 | Haringey Borough v Leyton Orient XI | W | 1-2 |