| 19. Round | 22/11/2003 | Oxford United | - | Macclesfield Town | 3:1 | ||||
| 22. Round | 20/12/2003 | Darlington FC | - | Macclesfield Town | 0:1 |  |
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| 23. Round | 26/12/2003 | Cheltenham Town | - | Macclesfield Town | 3:2 | |
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| 24. Round | 28/12/2003 | Macclesfield Town | - | Mansfield Town | 1:1 | ||||
| 25. Round | 13/01/2004 | Macclesfield Town | - | Bristol Rovers | 2:1 | ||||
| 27. Round | 17/01/2004 | Macclesfield Town | - | Cambridge United | 0:1 | ||||
| 28. Round | 24/01/2004 | Torquay United | - | Macclesfield Town | 4:1 |
England