| 14. Jornada | 18.10.2003 | Southend United | - | Leyton Orient | 1:2 | ||||
| 15. Jornada | 21.10.2003 | Bristol Rovers | - | Leyton Orient | 1:1 |  |
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| 16. Jornada | 25.10.2003 | Leyton Orient | - | Northampton Town | 1:1 | ||||
| 17. Jornada | 01.11.2003 | Leyton Orient | - | Rochdale AFC | 2:1 | ||||
| 18. Jornada | 15.11.2003 | Boston United | - | Leyton Orient | 3:0 | ||||
| 19. Jornada | 22.11.2003 | Leyton Orient | - | York City | 2:2 | ||||
| 20. Jornada | 29.11.2003 | Cambridge United | - | Leyton Orient | 1:4 | ||||
| 21. Jornada | 13.12.2003 | Kidderminster Harriers | - | Leyton Orient | 2:1 |
Inglaterra