Home 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 |
Away History
| England League 2 | 2014/08/23 14:00 | AFC Wimbledon v Hartlepool | W | 1-2 |
| England League 2 | 2014/08/19 18:45 | Hartlepool v Dag & Red | L | 0-2 |
| England League 2 | 2014/08/16 14:00 | Hartlepool v Bury | L | 0-2 |
| England EFL Cup | 2014/08/12 18:45 | Port Vale v Hartlepool | L | 6-2 |
| England League 2 | 2014/08/09 14:00 | Stevenage v Hartlepool | L | 1-0 |
| Club Friendly List | 2014/08/04 18:30 | Spennymoor Town v Hartlepool | W | 1-4 |
| Club Friendly List | 2014/08/02 14:00 | Bradford v Hartlepool | D | 1-1 |
| Club Friendly List | 2014/07/30 18:30 | Hartlepool v Middlesbrough | L | 0-2 |