1. Round | 09/08/2008 | Scunthorpe United | - | Leeds United | 1:2 | ||||
2. Round | 16/08/2008 | Walsall FC | - | Scunthorpe United | 2:1 | ||||
9. Round | 04/10/2008 | Leyton Orient | - | Scunthorpe United | 2:2 | ||||
31. Round | 28/04/2009 | Scunthorpe United | - | Cheltenham Town | 3:0 | ||||
46. Round | 02/05/2009 | Scunthorpe United | - | Tranmere Rovers | 1:1 |