| 10. Round | 27/09/2003 | Huddersfield Town | - | Leyton Orient | 3:0 | ||||
| 11. Round | 30/09/2003 | Carlisle United | - | Leyton Orient | 0:1 | ||||
| 12. Round | 04/10/2003 | Leyton Orient | - | Macclesfield Town | 2:0 | ||||
| 38. Round | 20/03/2004 | Leyton Orient | - | Lincoln City | 0:2 | ||||
| 45. Round | 01/05/2004 | York City | - | Leyton Orient | 1:2 | ||||
| 46. Round | 08/05/2004 | Leyton Orient | - | Cambridge United | 0:1 |  |
England