[2] Southend 0-2 Portsmouth [1] 2018-11-11 21:45
Weather: Good Stadium: Roots Hall Pitch: Good Round: 4
Head to Head
| England League 1 | 2018/02/17 15:00 | Southend v Portsmouth | W | 3-1 |
| England League 1 | 2017/11/18 15:00 | Portsmouth v Southend | L | 1-0 |
| England League 2 | 2015/01/24 15:00 | Portsmouth v Southend | W | 1-2 |
| England League 2 | 2014/09/13 14:00 | Southend v Portsmouth | W | 2-0 |
Home History
| England FA Cup | 2018/11/10 15:00 | Southend v Crawley Town | D | 1-1 |
| England League 1 | 2018/11/03 15:00 | Barnsley v Southend | L | 1-0 |
| England League 1 | 2018/10/27 14:00 | Sunderland v Southend | L | 3-0 |
| England League 1 | 2018/10/23 18:45 | Southend v Walsall | W | 3-0 |
| England League 1 | 2018/10/20 14:00 | Southend v Coventry | L | 1-2 |
| England League 1 | 2018/10/13 14:00 | Gillingham v Southend | W | 0-2 |
| England EFL Trophy | 2018/10/09 18:45 | Colchester v Southend | L | 2-0 |
| England League 1 | 2018/10/06 14:00 | Southend v Oxford Utd | D | 0-0 |
Away History
| England FA Cup | 2018/11/10 12:30 | Maidenhead Utd v Portsmouth | W | 0-4 |
| England League 1 | 2018/11/03 15:00 | Bradford v Portsmouth | W | 0-1 |
| England League 1 | 2018/10/27 14:00 | Accrington Stanley v Portsmouth | D | 1-1 |
| England League 1 | 2018/10/23 18:45 | Portsmouth v Burton Albion | D | 2-2 |
| England League 1 | 2018/10/20 14:00 | Portsmouth v Fleetwood Town | W | 1-0 |
| England League 1 | 2018/10/13 14:00 | AFC Wimbledon v Portsmouth | W | 1-2 |
| England EFL Trophy | 2018/10/09 18:45 | Crawley Town v Portsmouth | W | 0-1 |
| England League 1 | 2018/10/06 14:00 | Portsmouth v Gillingham | L | 0-2 |