| 7. Round | 04/09/2004 | Kidderminster Harriers | - | Leyton Orient | 1:2 | ||||
| 19. Round | 27/11/2004 | Mansfield Town | - | Leyton Orient | 0:1 | ||||
| 22. Round | 18/12/2004 | Leyton Orient | - | Yeovil Town | 2:3 | ||||
| 23. Round | 26/12/2004 | Bristol Rovers | - | Leyton Orient | 1:1 | ||||
| 24. Round | 28/12/2004 | Leyton Orient | - | Rushden & Diamonds FC | 2:2 | ||||
| 26. Round | 03/01/2005 | Boston United | - | Leyton Orient | 2:2 | ||||
| 38. Round | 19/03/2005 | Macclesfield Town | - | Leyton Orient | 3:1 | ||||
| 40. Round | 28/03/2005 | Oxford United | - | Leyton Orient | 2:2 | ||||
| 41. Round | 02/04/2005 | Leyton Orient | - | Northampton Town | 3:2 | ||||
| 42. Round | 09/04/2005 | Rochdale AFC | - | Leyton Orient | 2:0 | ||||
| 45. Round | 30/04/2005 | Wycombe Wanderers | - | Leyton Orient | 3:2 | ||||
| 46. Round | 07/05/2005 | Leyton Orient | - | Mansfield Town | 2:1 |
England