| 2. Round | 16/08/2008 | Hereford United | - | Yeovil Town | 1:2 | ||||
| 3. Round | 23/08/2008 | Bristol Rovers | - | Hereford United | 6:1 | ||||
| 4. Round | 30/08/2008 | Hereford United | - | Crewe Alexandra | 2:0 | ||||
| 6. Round | 13/09/2008 | Southend United | - | Hereford United | 1:0 | ||||
| 11. Round | 18/10/2008 | Brighton & Hove Albion | - | Hereford United | 0:0 | ||||
| 12. Round | 21/10/2008 | Hereford United | - | Carlisle United | 1:0 | ||||
| 13. Round | 25/10/2008 | Hereford United | - | Stockport County | 0:1 | ||||
| 14. Round | 28/10/2008 | Millwall FC | - | Hereford United | 1:0 | ||||
| 15. Round | 01/11/2008 | Peterborough United | - | Hereford United | 2:0 | ||||
| 16. Round | 15/11/2008 | Hereford United | - | Cheltenham Town | 3:0 | ||||
| 17. Round | 22/11/2008 | Hereford United | - | Northampton Town | 0:2 | ||||
| 20. Round | 13/12/2008 | Hereford United | - | Hartlepool United | 1:1 |
England