| 4. Round | 30/08/2008 | Doncaster Rovers | - | Coventry City | 1:0 | ||||
| 5. Round | 13/09/2008 | Birmingham City | - | Doncaster Rovers | 1:0 | ||||
| 6. Round | 16/09/2008 | Doncaster Rovers | - | Charlton Athletic | 0:1 | ||||
| 7. Round | 20/09/2008 | Bristol City | - | Doncaster Rovers | 4:1 | ||||
| 8. Round | 27/09/2008 | Doncaster Rovers | - | Southampton FC | 0:2 | ||||
| 9. Round | 30/09/2008 | Doncaster Rovers | - | Sheffield United | 0:2 | ||||
| 10. Round | 04/10/2008 | Barnsley FC | - | Doncaster Rovers | 4:1 | ||||
| 12. Round | 21/10/2008 | Reading FC | - | Doncaster Rovers | 2:1 | ||||
| 13. Round | 25/10/2008 | Norwich City | - | Doncaster Rovers | 2:1 | ||||
| 29. Round | 27/01/2009 | Sheffield United | - | Doncaster Rovers | 0:1 | ||||
| 30. Round | 30/01/2009 | Doncaster Rovers | - | Norwich City | 1:1 | ||||
| 27. Round | 17/02/2009 | Doncaster Rovers | - | Bristol City | 1:0 | ||||
| 34. Round | 21/02/2009 | Swansea City | - | Doncaster Rovers | 3:1 | ||||
| 35. Round | 27/02/2009 | Doncaster Rovers | - | Derby County | 2:1 | ||||
| 44. Round | 18/04/2009 | Plymouth Argyle | - | Doncaster Rovers | 0:3 |
England
Jamaica