1. Round | 09/08/2008 | Scunthorpe United | - | Leeds United | 1:2 | ||||
2. Round | 16/08/2008 | Leeds United | - | Oldham Athletic | 0:2 | ||||
3. Round | 23/08/2008 | Yeovil Town | - | Leeds United | 1:1 | ||||
6. Round | 13/09/2008 | Swindon Town | - | Leeds United | 1:3 | ||||
12. Round | 21/10/2008 | Leeds United | - | Leyton Orient | 2:1 | ||||
13. Round | 25/10/2008 | Leeds United | - | Walsall FC | 3:0 | ||||
15. Round | 01/11/2008 | Cheltenham Town | - | Leeds United | 0:1 | ||||
16. Round | 15/11/2008 | Leeds United | - | Huddersfield Town | 1:2 | ||||
17. Round | 22/11/2008 | Leeds United | - | Hartlepool United | 4:1 | ||||
18. Round | 25/11/2008 | Northampton Town | - | Leeds United | 2:1 | ||||
19. Round | 06/12/2008 | Tranmere Rovers | - | Leeds United | 2:1 | ||||
20. Round | 13/12/2008 | Leeds United | - | Colchester United | 1:2 | ||||
22. Round | 26/12/2008 | Leeds United | - | Leicester City | 1:1 | ||||
23. Round | 28/12/2008 | Stockport County | - | Leeds United | 1:3 | ||||
24. Round | 17/02/2009 | Hereford United | - | Leeds United | 2:0 | ||||
36. Round | 07/03/2009 | Bristol Rovers | - | Leeds United | 2:2 |