4. Round | 30/08/2008 | Carlisle United | - | Yeovil Town | 4:1 | ||||
5. Round | 06/09/2008 | Carlisle United | - | Southend United | 2:1 | ||||
10. Round | 11/10/2008 | Milton Keynes Dons | - | Carlisle United | 3:1 | ||||
11. Round | 18/10/2008 | Carlisle United | - | Peterborough United | 3:3 | ||||
13. Round | 25/10/2008 | Colchester United | - | Carlisle United | 5:0 | ||||
15. Round | 01/11/2008 | Stockport County | - | Carlisle United | 3:0 | ||||
16. Round | 15/11/2008 | Carlisle United | - | Brighton & Hove Albion | 3:1 | ||||
18. Round | 25/11/2008 | Millwall FC | - | Carlisle United | 1:0 | ||||
19. Round | 06/12/2008 | Swindon Town | - | Carlisle United | 1:1 | ||||
20. Round | 13/12/2008 | Carlisle United | - | Leicester City | 1:2 | ||||
21. Round | 20/12/2008 | Northampton Town | - | Carlisle United | 1:0 | ||||
27. Round | 24/01/2009 | Tranmere Rovers | - | Carlisle United | 4:1 | ||||
32. Round | 14/02/2009 | Brighton & Hove Albion | - | Carlisle United | 0:2 | ||||
37. Round | 10/03/2009 | Carlisle United | - | Leyton Orient | 1:3 |