| 3. Round | 18/08/2009 | Scunthorpe United | - | Middlesbrough FC | 0:2 | ||||
| 4. Round | 22/08/2009 | Sheffield Wednesday | - | Scunthorpe United | 4:0 | ||||
| 5. Round | 29/08/2009 | Scunthorpe United | - | Queens Park Rangers | 0:1 | ||||
| 6. Round | 12/09/2009 | Crystal Palace | - | Scunthorpe United | 0:4 | ||||
| 7. Round | 15/09/2009 | Scunthorpe United | - | Preston North End | 3:1 | ||||
| 8. Round | 19/09/2009 | Bristol City | - | Scunthorpe United | 1:1 | ||||
| 9. Round | 26/09/2009 | Scunthorpe United | - | Doncaster Rovers | 2:2 |  |
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| 10. Round | 30/09/2009 | Nottingham Forest | - | Scunthorpe United | 2:0 | |
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| 14. Round | 24/10/2009 | Peterborough United | - | Scunthorpe United | 3:0 |
England
