| 2002/2003 results and fixtures | ||||
| Football League Two | Hull City | 2-2 | Southend | 10-08-2002 |
| Football League Two | Southend | 0-1 | Carlisle | 13-08-2002 |
| Football League Two | Southend | 2-3 | Shrewsbury | 17-08-2002 |
| Football League Two | Oxford | 0-1 | Southend | 24-08-2002 |
| Football League Two | Southend | 2-1 | Cambridge | 26-08-2002 |
| Football League Two | Rochdale | 1-2 | Southend | 31-08-2002 |
| Football League Two | Rushden | 3-0 | Southend | 07-09-2002 |
| English League Cup | Southend | 1-4 | Milton Keynes | 10-09-2002 |
| Football League Two | Southend | 1-0 | Macclesfield | 14-09-2002 |
| Football League Two | Southend | 0-2 | Kidderminster | 17-09-2002 |
| Football League Two | Lincoln | 2-1 | Southend | 21-09-2002 |
| Football League Two | Southend | 1-0 | Exeter | 28-09-2002 |
| Football League Two | Bury | 1-3 | Southend | 05-10-2002 |
| Football League Two | Southend | 1-0 | York | 12-10-2002 |
| Football League Two | Swansea | 1-0 | Southend | 19-10-2002 |
| LDV Vans Trophy | Swindon | 6-1 | Southend | 22-10-2002 |
| Football League Two | Southend | 0-1 | Hartlepool | 25-10-2002 |
| Football League Two | Leyton Orient | 2-1 | Southend | 29-10-2002 |
| Football League Two | Southend | 0-1 | Wrexham | 02-11-2002 |
| Football League Two | Bristol R | 0-1 | Southend | 09-11-2002 |
| English FA Cup | Southend | 1-1 | Hartlepool | 16-11-2002 |
| Football League Two | Southend | 0-1 | Bournemouth | 23-11-2002 |
| English FA Cup | Hartlepool | 1-2 | Southend | 26-11-2002 |
| Football League Two | Darlington | 2-1 | Southend | 30-11-2002 |
| English FA Cup | Southend | 1-1 | Bournemouth | 07-12-2002 |
| Football League Two | Southend | 4-2 | Boston Utd | 14-12-2002 |
| English FA Cup | Bournemouth | 3-2 | Southend | 17-12-2002 |
| Football League Two | Torquay | 3-1 | Southend | 21-12-2002 |
| Football League Two | Cambridge | 1-1 | Southend | 26-12-2002 |
| Football League Two | Southend | 1-2 | Scunthorpe | 29-12-2002 |
| Football League Two | Carlisle | 1-0 | Southend | 04-01-2003 |
| Football League Two | Shrewsbury | 0-1 | Southend | 14-01-2003 |
| Football League Two | Southend | 1-0 | Rochdale | 18-01-2003 |
| Football League Two | Southend | 2-1 | Oxford | 21-01-2003 |
| Football League Two | Scunthorpe | 4-1 | Southend | 25-01-2003 |
| Football League Two | Southend | 3-0 | Hull City | 01-02-2003 |
| Football League Two | Southend | 2-2 | Bristol R | 08-02-2003 |
| Football League Two | Wrexham | 3-0 | Southend | 15-02-2003 |
| Football League Two | Southend | 2-1 | Rushden | 22-02-2003 |
| Football League Two | Macclesfield | 2-1 | Southend | 01-03-2003 |
| Football League Two | Kidderminster | 1-0 | Southend | 04-03-2003 |
| Football League Two | Southend | 0-1 | Lincoln | 08-03-2003 |
| Football League Two | Hartlepool | 2-1 | Southend | 15-03-2003 |
| Football League Two | Southend | 0-2 | Swansea | 18-03-2003 |
| Football League Two | Southend | 1-0 | Leyton Orient | 22-03-2003 |
| Football League Two | York | 2-0 | Southend | 29-03-2003 |
| Football League Two | Southend | 2-0 | Darlington | 05-04-2003 |
| Football League Two | Bournemouth | 1-0 | Southend | 12-04-2003 |
| Football League Two | Southend | 3-0 | Torquay | 19-04-2003 |
| Football League Two | Boston Utd | 1-0 | Southend | 21-04-2003 |
| Football League Two | Southend | 1-2 | Bury | 26-04-2003 |
| Football League Two | Exeter | 1-0 | Southend | 03-05-2003 |
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