Home History
| England League 2 | 2014/08/23 14:00 | Bury v Plymouth | L | 2-1 |
| England League 2 | 2014/08/19 18:45 | Plymouth v Stevenage | D | 1-1 |
| England League 2 | 2014/08/16 14:00 | Plymouth v Exeter | W | 3-0 |
| England EFL Cup | 2014/08/12 18:45 | Plymouth v Leyton Orient | L | 8-9 |
| England League 2 | 2014/08/09 14:00 | Cambridge Utd v Plymouth | L | 1-0 |
| Europe Friendlies | 2014/08/02 14:00 | Weston Super Mare v Plymouth | W | 1-2 |
| Club Friendly List | 2014/07/30 18:45 | Plymouth v Yeovil | L | 1-2 |
| Europe Friendlies | 2014/07/27 16:00 | Plymouth v Swansea | L | 0-4 |
Away History
| 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 |
| Club Friendly List | 2014/07/30 18:45 | Southend v QPR | D | 0-0 |
| Club Friendly List | 2014/07/29 18:45 | Southend v Ipswich | L | 1-2 |
| Club Friendly List | 2014/07/23 18:45 | Concord Rangers v Southend | D | 0-0 |