Head to Head
| England - League 1 | 2023/08/12 14:00 | Leyton Orient v Portsmouth | L | 0-4 |
| Europa - Venskabskampe | 2022/07/19 18:00 | Leyton Orient v Portsmouth | L | 2-5 |
| England - League 2 | 2017/01/14 15:00 | Portsmouth v Leyton Orient | L | 2-1 |
| England - League 2 | 2016/10/08 14:00 | Leyton Orient v Portsmouth | L | 0-1 |
| England - League 2 | 2016/02/06 15:00 | Portsmouth v Leyton Orient | W | 0-1 |
| England - League 2 | 2015/12/26 15:00 | Leyton Orient v Portsmouth | W | 3-2 |