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 |
Home History
| England - FA Cup | 2023/11/04 15:00 | Leyton Orient v Carlisle | W | 3-1 |
| England - League 1 | 2023/10/28 14:00 | Burton Albion v Leyton Orient | D | 0-0 |
| England - League 1 | 2023/10/24 18:45 | Northampton v Leyton Orient | D | 2-2 |
| England - League 1 | 2023/10/21 14:00 | Leyton Orient v Barnsley | D | 1-1 |
| England - League 1 | 2023/10/14 14:00 | Carlisle v Leyton Orient | W | 0-1 |
| England - League 1 | 2023/10/07 14:00 | Leyton Orient v Reading | W | 2-1 |
| 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 |
Away History
| England - FA Cup | 2023/11/05 12:15 | Chesterfield v Portsmouth | L | 1-0 |
| England - League 1 | 2023/10/28 14:00 | Reading v Portsmouth | W | 2-3 |
| England - League 1 | 2023/10/24 18:45 | Cambridge Utd v Portsmouth | D | 0-0 |
| England - League 1 | 2023/10/21 14:00 | Portsmouth v Carlisle | W | 1-0 |
| England - EFL Trophy | 2023/10/10 18:45 | Portsmouth v Gillingham | W | 5-1 |
| England - League 1 | 2023/10/07 14:00 | Portsmouth v Port Vale | W | 2-0 |
| England - League 1 | 2023/10/03 18:45 | Portsmouth v Wycombe | W | 2-1 |
| England - League 1 | 2023/09/30 14:00 | Wigan v Portsmouth | W | 1-2 |