| 25. Round | 01/01/2005 | Leyton Orient | - | Kidderminster Harriers | 2:1 | ||||
| 28. Round | 15/01/2005 | Leyton Orient | - | Grimsby Town | 1:2 | ||||
| 30. Round | 29/01/2005 | Leyton Orient | - | Notts County | 2:0 | ||||
| 31. Round | 05/02/2005 | Shrewsbury Town | - | Leyton Orient | 4:1 | ||||
| 34. Round | 22/02/2005 | Leyton Orient | - | Lincoln City | 1:1 | ||||
| 35. Round | 26/02/2005 | Leyton Orient | - | Darlington FC | 1:0 | ||||
| 37. Round | 12/03/2005 | Leyton Orient | - | Cambridge United | 1:1 | ||||
| 39. Round | 25/03/2005 | Leyton Orient | - | Cheltenham Town | 2:3 |  |
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| 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 | ||||
| 43. Round | 15/04/2005 | Southend United | - | Leyton Orient | 0:1 | ||||
| 44. Round | 23/04/2005 | Leyton Orient | - | Chester City | 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