2003/2004
| 2003/2004 results and fixtures | ||||
| Football League Two | Southend | 2-0 | Cheltenham | 09-08-2003 |
| English League Cup | Southend | 2-3 | Swindon | 12-08-2003 |
| Football League Two | Doncaster | 2-0 | Southend | 16-08-2003 |
| Football League Two | Southend | 0-3 | Mansfield | 23-08-2003 |
| Football League Two | York | 2-0 | Southend | 26-08-2003 |
| Football League Two | Southend | 1-0 | Bury | 30-08-2003 |
| Football League Two | Oxford | 2-0 | Southend | 06-09-2003 |
| Football League Two | Hull City | 3-2 | Southend | 13-09-2003 |
| Football League Two | Southend | 0-2 | Lincoln | 16-09-2003 |
| Football League Two | Southend | 2-2 | Carlisle | 20-09-2003 |
| Football League Two | Scunthorpe | 1-1 | Southend | 27-09-2003 |
| Football League Two | Darlington | 0-0 | Southend | 30-09-2003 |
| Football League Two | Southend | 1-2 | Huddersfield | 04-10-2003 |
| Football League Two | Kidderminster | 1-2 | Southend | 11-10-2003 |
| LDV Vans Trophy | Southend | 2-1 | Bristol R | 14-10-2003 |
| Football League Two | Southend | 1-2 | Leyton Orient | 18-10-2003 |
| Football League Two | Southend | 0-2 | Boston Utd | 21-10-2003 |
| Football League Two | Macclesfield | 1-2 | Southend | 25-10-2003 |
| Football League Two | Southend | 0-1 | Northampton | 01-11-2003 |
| LDV Vans Trophy | Swansea | 1-2 | Southend | 04-11-2003 |
| English FA Cup | Southend | 1-1 | Canvey Isl. | 09-11-2003 |
| Football League Two | Yeovil | 4-0 | Southend | 15-11-2003 |
| English FA Cup | Canvey Isl. | 2-3 | Southend | 19-11-2003 |
| Football League Two | Southend | 4-0 | Rochdale | 22-11-2003 |
| Football League Two | Torquay | 3-0 | Southend | 29-11-2003 |
| English FA Cup | Southend | 3-0 | Lincoln | 06-12-2003 |
| LDV Vans Trophy | Southend | 3-0 | Luton | 09-12-2003 |
| Football League Two | Swansea | 2-3 | Southend | 13-12-2003 |
| Football League Two | Southend | 0-1 | Bristol R | 20-12-2003 |
| Football League Two | Cambridge | 0-1 | Southend | 26-12-2003 |
| Football League Two | Southend | 0-1 | Oxford | 28-12-2003 |
| English FA Cup | Southend | 1-1 | Scarborough | 03-01-2004 |
| Football League Two | Cheltenham | 1-1 | Southend | 09-01-2004 |
| English FA Cup | Scarborough | 1-0 | Southend | 14-01-2004 |
| Football League Two | Southend | 0-2 | Doncaster | 17-01-2004 |
| LDV Vans Trophy | Southend | 4-0 | QPR | 20-01-2004 |
| Football League Two | Mansfield | 1-0 | Southend | 24-01-2004 |
| Football League Two | Southend | 0-0 | York | 27-01-2004 |
| Football League Two | Southend | 1-0 | Cambridge | 07-02-2004 |
| LDV Vans Trophy | Colchester | 2-3 | Southend | 10-02-2004 |
| Football League Two | Southend | 3-0 | Kidderminster | 14-02-2004 |
| LDV Vans Trophy | Southend | 1-1 | Colchester | 17-02-2004 |
| Football League Two | Leyton Orient | 2-1 | Southend | 21-02-2004 |
| Football League Two | Bury | 1-1 | Southend | 24-02-2004 |
| Football League Two | Southend | 1-0 | Macclesfield | 28-02-2004 |
| Football League Two | Boston Utd | 0-2 | Southend | 03-03-2004 |
| Football League Two | Bristol R | 1-1 | Southend | 06-03-2004 |
| Football League Two | Southend | 1-1 | Swansea | 13-03-2004 |
| Football League Two | Lincoln | 2-2 | Southend | 16-03-2004 |
| LDV Vans Trophy | Blackpool | 2-0 | Southend | 21-03-2004 |
| Football League Two | Carlisle | 1-2 | Southend | 27-03-2004 |
| Football League Two | Southend | 4-2 | Scunthorpe | 02-04-2004 |
| Football League Two | Huddersfield | 1-0 | Southend | 10-04-2004 |
| Football League Two | Southend | 3-2 | Darlington | 12-04-2004 |
| Football League Two | Northampton | 2-2 | Southend | 17-04-2004 |
| Football League Two | Southend | 2-2 | Hull City | 20-04-2004 |
| Football League Two | Southend | 0-2 | Yeovil | 24-04-2004 |
| Football League Two | Rochdale | 1-1 | Southend | 01-05-2004 |
| Football League Two | Southend | 1-2 | Torquay | 08-05-2004 |
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