| 11. Ronde | 18.10.2008 | Carlisle United | - | Peterborough United | 3:3 | ||||
| 13. Ronde | 25.10.2008 | Colchester United | - | Carlisle United | 5:0 | ||||
| 14. Ronde | 28.10.2008 | Carlisle United | - | Hartlepool United | 0:1 | ||||
| 15. Ronde | 01.11.2008 | Stockport County | - | Carlisle United | 3:0 | ||||
| 19. Ronde | 06.12.2008 | Swindon Town | - | Carlisle United | 1:1 | ||||
| 20. Ronde | 13.12.2008 | Carlisle United | - | Leicester City | 1:2 | ||||
| 21. Ronde | 20.12.2008 | Northampton Town | - | Carlisle United | 1:0 | ||||
| 22. Ronde | 26.12.2008 | Carlisle United | - | Huddersfield Town | 3:0 | ||||
| 23. Ronde | 28.12.2008 | Oldham Athletic | - | Carlisle United | 0:0 | ||||
| 25. Ronde | 10.01.2009 | Leeds United | - | Carlisle United | 0:2 |  |
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| 26. Ronde | 17.01.2009 | Carlisle United | - | Milton Keynes Dons | 3:2 | ||||
| 39. Ronde | 21.03.2009 | Southend United | - | Carlisle United | 3:0 | ||||
| 30. Ronde | 24.03.2009 | Carlisle United | - | Hereford United | 1:2 | ||||
| 42. Ronde | 10.04.2009 | Carlisle United | - | Oldham Athletic | 1:1 | ||||
| 43. Ronde | 13.04.2009 | Huddersfield Town | - | Carlisle United | 1:0 | ||||
| 44. Ronde | 18.04.2009 | Carlisle United | - | Swindon Town | 1:1 |
Engeland