Portsmouth Postponed Southend 2019-09-07 14:00
Stadium: Fratton Park Round: 7
Home Manager: Kenneth Francis Jackett Away Manager: Kevin Bond
Head to Head
| England - League 1 | 2019/02/16 12:30 | Southend v Portsmouth | D | 3-3 |
| England - EFL Trophy | 2019/01/08 19:45 | Southend v Portsmouth | W | 0-2 |
| England - League 1 | 2018/12/08 15:00 | Portsmouth v Southend | W | 2-0 |
| England - League 1 | 2018/02/17 15:00 | Southend v Portsmouth | L | 3-1 |
| England - League 1 | 2017/11/18 15:00 | Portsmouth v Southend | W | 1-0 |
| England - League 2 | 2015/01/24 15:00 | Portsmouth v Southend | L | 1-2 |
| England - League 2 | 2014/09/13 14:00 | Southend v Portsmouth | L | 2-0 |