5. Round | 06/09/2008 | Macclesfield Town | - | Luton Town | 2:1 | ||||
9. Round | 04/10/2008 | Brentford FC | - | Macclesfield Town | 1:0 | ||||
13. Round | 25/10/2008 | Macclesfield Town | - | Rotherham United | 1:2 | ||||
15. Round | 01/11/2008 | Macclesfield Town | - | Gillingham FC | 0:1 | ||||
39. Round | 21/03/2009 | Luton Town | - | Macclesfield Town | 1:0 |