| 1. Round | 07/08/2004 | Leyton Orient | - | Macclesfield Town | 1:3 | ||||
| 2. Round | 10/08/2004 | Macclesfield Town | - | Shrewsbury Town | 2:1 | ||||
| 3. Round | 14/08/2004 | Macclesfield Town | - | Swansea City | 1:0 | ||||
| 4. Round | 21/08/2004 | Boston United | - | Macclesfield Town | 1:1 | ||||
| 5. Round | 28/08/2004 | Macclesfield Town | - | Scunthorpe United | 2:2 | ||||
| 6. Round | 30/08/2004 | Southend United | - | Macclesfield Town | 2:1 | ||||
| 7. Round | 04/09/2004 | Chester City | - | Macclesfield Town | 1:0 | ||||
| 8. Round | 11/09/2004 | Macclesfield Town | - | Grimsby Town | 3:1 | ||||
| 9. Round | 18/09/2004 | Kidderminster Harriers | - | Macclesfield Town | 1:0 | ||||
| 10. Round | 25/09/2004 | Macclesfield Town | - | Darlington FC | 1:0 | ||||
| 11. Round | 02/10/2004 | Bury FC | - | Macclesfield Town | 2:1 | ||||
| 12. Round | 10/10/2004 | Macclesfield Town | - | Notts County | 1:2 | ||||
| 16. Round | 30/10/2004 | Rochdale AFC | - | Macclesfield Town | 3:0 | ||||
| 25. Round | 01/01/2005 | Macclesfield Town | - | Chester City | 1:2 |
England