| 10. Ronde | 27.09.2003 | Scunthorpe United | - | Southend United | 1:1 |  |
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| 11. Ronde | 30.09.2003 | Darlington FC | - | Southend United | 0:0 | ||||
| 12. Ronde | 04.10.2003 | Southend United | - | Huddersfield Town | 1:2 | ||||
| 13. Ronde | 11.10.2003 | Kidderminster Harriers | - | Southend United | 1:2 | |
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| 14. Ronde | 18.10.2003 | Southend United | - | Leyton Orient | 1:2 | |
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| 15. Ronde | 21.10.2003 | Southend United | - | Boston United | 0:2 | ||||
| 24. Ronde | 28.12.2003 | Southend United | - | Oxford United | 0:1 |
Schotland