1. Round | 09/08/2008 | Bristol Rovers | - | Carlisle United | 2:3 | ||||
4. Round | 30/08/2008 | Carlisle United | - | Yeovil Town | 4:1 | ||||
10. Round | 11/10/2008 | Milton Keynes Dons | - | Carlisle United | 3:1 | ||||
11. Round | 18/10/2008 | Carlisle United | - | Peterborough United | 3:3 | ||||
12. Round | 21/10/2008 | Hereford United | - | Carlisle United | 1:0 | ||||
13. Round | 25/10/2008 | Colchester United | - | Carlisle United | 5:0 | ||||
15. Round | 01/11/2008 | Stockport County | - | Carlisle United | 3:0 |