| 3. Round | 23/08/2008 | Leicester City | - | Tranmere Rovers | 3:1 | ||||
| 7. Round | 20/09/2008 | Leyton Orient | - | Leicester City | 1:3 | ||||
| 8. Round | 27/09/2008 | Leicester City | - | Hartlepool United | 1:0 | ||||
| 5. Round | 30/09/2008 | Colchester United | - | Leicester City | 0:1 | ||||
| 9. Round | 04/10/2008 | Huddersfield Town | - | Leicester City | 2:3 | ||||
| 11. Round | 18/10/2008 | Oldham Athletic | - | Leicester City | 1:1 | ||||
| 14. Round | 28/10/2008 | Brighton & Hove Albion | - | Leicester City | 3:2 | ||||
| 15. Round | 01/11/2008 | Leicester City | - | Bristol Rovers | 2:1 | ||||
| 20. Round | 13/12/2008 | Carlisle United | - | Leicester City | 1:2 | ||||
| 23. Round | 28/12/2008 | Leicester City | - | Hereford United | 2:1 |  |
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| 40. Round | 28/03/2009 | Peterborough United | - | Leicester City | 2:0 | ||||
| 46. Round | 02/05/2009 | Crewe Alexandra | - | Leicester City | 0:3 |
England