| 1. Ronde | 09.08.2003 | Leyton Orient | - | Doncaster Rovers | 1:3 | ||||
| 2. Ronde | 16.08.2003 | Mansfield Town | - | Leyton Orient | 1:1 | ||||
| 3. Ronde | 23.08.2003 | Leyton Orient | - | Yeovil Town | 2:0 | ||||
| 4. Ronde | 25.08.2003 | Darlington FC | - | Leyton Orient | 2:1 | ||||
| 6. Ronde | 06.09.2003 | Torquay United | - | Leyton Orient | 2:1 | ||||
| 7. Ronde | 13.09.2003 | Lincoln City | - | Leyton Orient | 0:0 | ||||
| 8. Ronde | 16.09.2003 | Leyton Orient | - | Hull City | 1:1 |  |
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| 9. Ronde | 20.09.2003 | Leyton Orient | - | Scunthorpe United | 1:1 | ||||
| 10. Ronde | 27.09.2003 | Huddersfield Town | - | Leyton Orient | 3:0 | ||||
| 11. Ronde | 30.09.2003 | Carlisle United | - | Leyton Orient | 0:1 | ||||
| 12. Ronde | 04.10.2003 | Leyton Orient | - | Macclesfield Town | 2:0 | ||||
| 13. Ronde | 11.10.2003 | Leyton Orient | - | Swansea City | 1:2 | |
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| 15. Ronde | 21.10.2003 | Bristol Rovers | - | Leyton Orient | 1:1 | ||||
| 16. Ronde | 25.10.2003 | Leyton Orient | - | Northampton Town | 1:1 |
Wales