| 2. Round | 09/08/2005 | Macclesfield Town | - | Cheltenham Town | 2:2 | ||||
| 4. Round | 20/08/2005 | Barnet FC | - | Macclesfield Town | 1:0 | ||||
| 5. Round | 27/08/2005 | Rochdale AFC | - | Macclesfield Town | 3:1 | ||||
| 3. Round | 13/09/2005 | Macclesfield Town | - | Rushden & Diamonds FC | 3:1 | ||||
| 9. Round | 17/09/2005 | Macclesfield Town | - | Northampton Town | 1:4 | ||||
| 10. Round | 24/09/2005 | Wrexham AFC | - | Macclesfield Town | 1:1 | ||||
| 14. Round | 15/10/2005 | Macclesfield Town | - | Peterborough United | 0:4 |
England