| 24. Round | 10/02/2009 | Carlisle United | - | Walsall FC | 1:1 | ||||
| 35. Round | 03/03/2009 | Crewe Alexandra | - | Carlisle United | 1:2 | ||||
| 40. Round | 28/03/2009 | Carlisle United | - | Northampton Town | 1:1 | ||||
| 41. Round | 04/04/2009 | Leicester City | - | Carlisle United | 2:2 | ||||
| 42. Round | 10/04/2009 | Carlisle United | - | Oldham Athletic | 1:1 | ||||
| 44. Round | 18/04/2009 | Carlisle United | - | Swindon Town | 1:1 |  |
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| 45. Round | 25/04/2009 | Cheltenham Town | - | Carlisle United | 1:1 |
England