1. Round | 09/08/2008 | Bristol Rovers | - | Carlisle United | 2:3 | ||||
2. Round | 16/08/2008 | Carlisle United | - | Crewe Alexandra | 4:2 | ||||
3. Round | 23/08/2008 | Leyton Orient | - | Carlisle United | 0:0 | ||||
4. Round | 30/08/2008 | Carlisle United | - | Yeovil Town | 4:1 | ||||
5. Round | 06/09/2008 | Carlisle United | - | Southend United | 2:1 | ||||
6. Round | 13/09/2008 | Scunthorpe United | - | Carlisle United | 2:1 | ||||
7. Round | 20/09/2008 | Carlisle United | - | Leeds United | 0:2 | ||||
8. Round | 27/09/2008 | Walsall FC | - | Carlisle United | 2:1 | ||||
9. Round | 04/10/2008 | Carlisle United | - | Tranmere Rovers | 1:2 | ||||
11. Round | 18/10/2008 | Carlisle United | - | Peterborough United | 3:3 | ||||
12. Round | 21/10/2008 | Hereford United | - | Carlisle United | 1:0 | ||||
14. Round | 28/10/2008 | Carlisle United | - | Hartlepool United | 0:1 |