[1] Portsmouth 0-3 Tontowi/Natsir [12] 2023-10-05 05:00
Stadium: Fratton Park Round: 28
Referee: Ben Speedie Home Manager: John Mousinho Away Manager: Richie Wellens
Head to Head
| England League 1 | 2023/08/12 14:00 | Leyton Orient v Portsmouth | W | 0-4 |
| Club Friendly List | 2022/07/19 18:00 | Leyton Orient v Portsmouth | W | 2-5 |
| England League 2 | 2017/01/14 15:00 | Portsmouth v Leyton Orient | W | 2-1 |
| England League 2 | 2016/10/08 14:00 | Leyton Orient v Portsmouth | W | 0-1 |
| England League 2 | 2016/02/06 15:00 | Portsmouth v Leyton Orient | L | 0-1 |
| England League 2 | 2015/12/26 15:00 | Leyton Orient v Portsmouth | L | 3-2 |