| 4. Round | 22/08/2009 | Carlisle United | - | Exeter City | 0:1 |  |
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| 5. Round | 29/08/2009 | Leyton Orient | - | Carlisle United | 2:2 | ||||
| 6. Round | 05/09/2009 | Carlisle United | - | Tranmere Rovers | 3:0 | ||||
| 7. Round | 12/09/2009 | Carlisle United | - | Brighton & Hove Albion | 0:2 | ||||
| 8. Round | 19/09/2009 | Oldham Athletic | - | Carlisle United | 2:0 | ||||
| 10. Round | 29/09/2009 | Leeds United | - | Carlisle United | 1:1 | ||||
| 20. Round | 05/12/2009 | Gillingham FC | - | Carlisle United | 0:0 | ||||
| 21. Round | 12/12/2009 | Carlisle United | - | Wycombe Wanderers | 1:0 | ||||
| 24. Round | 28/12/2009 | Tranmere Rovers | - | Carlisle United | 0:0 | ||||
| 30. Round | 06/02/2010 | Huddersfield Town | - | Carlisle United | 1:1 | ||||
| 31. Round | 13/02/2010 | Carlisle United | - | Milton Keynes Dons | 5:0 | ||||
| 23. Round | 16/02/2010 | Carlisle United | - | Huddersfield Town | 1:2 | |
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| 32. Round | 20/02/2010 | Swindon Town | - | Carlisle United | 2:0 | ||||
| 33. Round | 23/02/2010 | Hartlepool United | - | Carlisle United | 4:1 | ||||
| 38. Round | 16/03/2010 | Carlisle United | - | Yeovil Town | 1:0 | ||||
| 37. Round | 20/03/2010 | Southend United | - | Carlisle United | 2:2 |
Ireland