10. Round | 11/10/2008 | Southend United | - | Stockport County | 1:1 | ||||
11. Round | 18/10/2008 | Stockport County | - | Colchester United | 1:2 | ||||
12. Round | 21/10/2008 | Milton Keynes Dons | - | Stockport County | 1:2 | ||||
13. Round | 25/10/2008 | Hereford United | - | Stockport County | 0:1 | ||||
14. Round | 28/10/2008 | Stockport County | - | Tranmere Rovers | 0:0 | ||||
15. Round | 01/11/2008 | Stockport County | - | Carlisle United | 3:0 |