[1] Portsmouth 2-0 Southend [14] 2018-12-08 15:00
Weather: Heavy Rain Stadium: Fratton Park Pitch: Good Round: 21
Referee: Lee Collins Home Manager: Kenneth Francis Jackett Away Manager: Chris Powell
Head to Head
| 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 |