1. Round | 09/08/2008 | Scunthorpe United | - | Leeds United | 1:2 | ||||
3. Round | 23/08/2008 | Scunthorpe United | - | Peterborough United | 1:0 | ||||
9. Round | 04/10/2008 | Leyton Orient | - | Scunthorpe United | 2:2 | ||||
10. Round | 11/10/2008 | Scunthorpe United | - | Crewe Alexandra | 3:0 | ||||
11. Round | 18/10/2008 | Cheltenham Town | - | Scunthorpe United | 1:2 | ||||
13. Round | 25/10/2008 | Scunthorpe United | - | Millwall FC | 3:2 | ||||
14. Round | 28/10/2008 | Oldham Athletic | - | Scunthorpe United | 3:0 | ||||
15. Round | 01/11/2008 | Scunthorpe United | - | Swindon Town | 3:3 |