| 7. Round | 20/09/2008 | Hereford United | - | Scunthorpe United | 1:2 |  |
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| 8. Round | 27/09/2008 | Leeds United | - | Hereford United | 1:0 | ||||
| 11. Round | 18/10/2008 | Brighton & Hove Albion | - | Hereford United | 0:0 | ||||
| 13. Round | 25/10/2008 | Hereford United | - | Stockport County | 0:1 | ||||
| 14. Round | 28/10/2008 | Millwall FC | - | Hereford United | 1:0 |  |
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| 16. Round | 15/11/2008 | Hereford United | - | Cheltenham Town | 3:0 | ||||
| 17. Round | 22/11/2008 | Hereford United | - | Northampton Town | 0:2 | ||||
| 18. Round | 25/11/2008 | Milton Keynes Dons | - | Hereford United | 3:0 | ||||
| 21. Round | 20/12/2008 | Huddersfield Town | - | Hereford United | 2:0 | ||||
| 23. Round | 28/12/2008 | Leicester City | - | Hereford United | 2:1 |
England