[1] Portsmouth 0-3 Leyton Orient [12] 2024-01-13 15:00
Stadium: Fratton Park Round: 28
Referee: Ben Speedie Home Manager: John Mousinho Away Manager: Richie Wellens
Head to Head
| Anglia - EFL Trophy | 2023/11/07 19:00 | Leyton Orient v Portsmouth | W | 1-2 |
| Anglia - League 1 | 2023/08/12 14:00 | Leyton Orient v Portsmouth | W | 0-4 |
| Europa - Towarzyskie | 2022/07/19 18:00 | Leyton Orient v Portsmouth | W | 2-5 |
| Anglia - League 2 | 2017/01/14 15:00 | Portsmouth v Leyton Orient | W | 2-1 |
| Anglia - League 2 | 2016/10/08 14:00 | Leyton Orient v Portsmouth | W | 0-1 |
| Anglia - League 2 | 2016/02/06 15:00 | Portsmouth v Leyton Orient | L | 0-1 |
| Anglia - League 2 | 2015/12/26 15:00 | Leyton Orient v Portsmouth | L | 3-2 |
Home History
| Anglia - League 1 | 2024/01/06 15:00 | Cheltenham v Portsmouth | L | 2-1 |
| Anglia - League 1 | 2024/01/01 15:00 | Portsmouth v Stevenage | W | 2-1 |
| Anglia - League 1 | 2023/12/29 19:45 | Exeter v Portsmouth | D | 0-0 |
| Anglia - League 1 | 2023/12/26 15:00 | Bristol Rovers v Portsmouth | L | 2-1 |
| Anglia - League 1 | 2023/12/23 15:00 | Portsmouth v Fleetwood Town | D | 1-1 |
| Anglia - EFL Trophy | 2023/12/19 19:45 | Portsmouth v AFC Wimbledon | L | 2-5 |
| Anglia - League 1 | 2023/12/16 15:00 | Shrewsbury v Portsmouth | W | 0-3 |
| Anglia - League 1 | 2023/12/11 20:00 | Portsmouth v Bolton | W | 2-0 |
Away History
| Anglia - League 1 | 2024/01/01 15:00 | Cambridge Utd v Leyton Orient | W | 0-2 |
| Anglia - League 1 | 2023/12/29 19:45 | Leyton Orient v Wycombe | D | 0-0 |
| Anglia - League 1 | 2023/12/26 13:00 | Leyton Orient v Charlton | W | 1-0 |
| Anglia - League 1 | 2023/12/23 15:00 | Bolton v Leyton Orient | L | 3-2 |
| Anglia - League 1 | 2023/12/16 15:00 | Cheltenham v Leyton Orient | W | 1-2 |
| Anglia - League 1 | 2023/12/09 15:00 | Leyton Orient v Derby | L | 0-3 |
| Anglia - FA Cup | 2023/12/03 14:00 | Chesterfield v Leyton Orient | L | 1-0 |
| Anglia - League 1 | 2023/11/28 19:45 | Bristol Rovers v Leyton Orient | D | 1-1 |
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