| Boston United v Southend United FC 21/04/2003 | View match | |
| Southend United FC v Bury FC 26/04/2003 | £6.00 | |
| Exeter City FC v Southend United FC 03/05/2003 | View match | |
| Southend United FC v Cheltenham Town FC 09/08/2003 | View match | |
| Southend United FC v Swindon Town FC 12/08/2003 | View match | |
| Doncaster Rovers FC v Southend United FC 16/08/2003 | View match | |
| Southend United FC v Mansfield Town FC 23/08/2003 | View match | |
| York City FC v Southend United FC 26/08/2003 | View match | |
| Southend United FC v Bury FC 30/08/2003 | £4.00 | |
| Oxford United FC v Southend United FC 06/09/2003 | View match | |
| Hull City FC v Southend United FC 13/09/2003 | View match | |
| Southend United FC v Lincoln City FC 16/09/2003 | View match |