Home History
| England League 2 | 2014/09/06 14:00 | Southend v Oxford Utd | D | 1-1 |
| England EFL Trophy | 2014/09/02 18:45 | AFC Wimbledon v Southend | L | 6-4 |
| England League 2 | 2014/08/30 14:00 | Plymouth v Southend | L | 2-0 |
| England League 2 | 2014/08/23 14:00 | Carlisle v Southend | D | 1-1 |
| England League 2 | 2014/08/19 18:45 | Southend v AFC Wimbledon | L | 0-1 |
| England League 2 | 2014/08/16 14:00 | Southend v Stevenage | W | 2-0 |
| England EFL Cup | 2014/08/12 18:45 | Southend v Walsall | L | 1-2 |
| England League 2 | 2014/08/09 14:00 | Accrington Stanley v Southend | W | 0-1 |
Away History
| England League 2 | 2014/09/07 11:15 | Burton Albion v Portsmouth | L | 2-0 |
| England EFL Trophy | 2014/09/02 18:45 | Yeovil v Portsmouth | W | 1-3 |
| England League 2 | 2014/08/30 14:00 | Portsmouth v Newport County | L | 0-1 |
| England EFL Cup | 2014/08/27 18:45 | Stoke v Portsmouth | L | 3-0 |
| England League 2 | 2014/08/23 14:00 | Oxford Utd v Portsmouth | W | 0-1 |
| England League 2 | 2014/08/19 18:45 | Portsmouth v Northampton | W | 2-0 |
| England League 2 | 2014/08/16 14:00 | Portsmouth v Cambridge Utd | W | 2-1 |
| England EFL Cup | 2014/08/12 18:45 | Portsmouth v Peterborough | W | 1-0 |