| Southend United FC v York City FC 23/11/2013 | View match | |
| Portsmouth FC v Southend United FC 26/11/2013 | £5.50 | |
| Southend United FC v Cheltenham Town FC 30/11/2013 | View match | |
| Chesterfield FC v Southend United FC 07/12/2013 | View match | |
| Torquay United FC v Southend United FC 14/12/2013 | View match | |
| Southend United FC v Rochdale FC 20/12/2013 | View match | |
| AFC Wimbledon FC v Southend United FC 26/12/2013 | View match | |
| Accrington Stanley FC v Southend United FC 29/12/2013 | View match | |
| Southend United FC v Portsmouth FC 01/01/2014 | View match | |
| Southend United FC v Millwall FC 04/01/2014 | £5.50 | |
| Plymouth Argyle FC v Southend United FC 11/01/2014 | View match | |
| Southend United FC v Chesterfield FC 18/01/2014 | £5.50 |