[1] Portsmouth 0-3 Leyton Orient [12] 2023-09-30 15:00
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 |
Home History
| England League 1 | 2023/09/30 14:00 | Wigan v Portsmouth | W | 1-2 |
| England League 1 | 2023/09/23 14:00 | Portsmouth v Lincoln City | W | 2-1 |
| England League 1 | 2023/09/19 18:45 | Barnsley v Portsmouth | W | 2-3 |
| England League 1 | 2023/09/16 14:00 | Derby v Portsmouth | D | 1-1 |
| England League 1 | 2023/09/02 14:00 | Portsmouth v Peterborough | W | 3-1 |
| England EFL Cup | 2023/08/29 18:45 | Portsmouth v Peterborough | D | 1-1 |
| England League 1 | 2023/08/26 14:00 | Stevenage v Portsmouth | D | 0-0 |
| England EFL Trophy | 2023/08/22 18:45 | Portsmouth v Fulham U21 | D | 3-3 |
Away History
| England League 1 | 2023/09/30 14:00 | Fleetwood Town v Leyton Orient | L | 1-0 |
| England League 1 | 2023/09/23 14:00 | Leyton Orient v Shrewsbury | W | 1-0 |
| England EFL Trophy | 2023/09/19 18:00 | Leyton Orient v Fulham U21 | D | 2-2 |
| England League 1 | 2023/09/16 14:00 | Peterborough v Leyton Orient | D | 1-1 |
| England League 1 | 2023/09/09 14:00 | Exeter v Leyton Orient | W | 1-2 |
| England EFL Trophy | 2023/09/05 18:00 | Gillingham v Leyton Orient | L | 2-1 |
| England League 1 | 2023/09/02 14:00 | Leyton Orient v Stevenage | L | 0-3 |
| England League 1 | 2023/08/26 14:00 | Leyton Orient v Cambridge Utd | W | 2-0 |