3. Round | 23/08/2008 | Blackpool FC | - | Sheffield United | 1:3 | ||||
12. Round | 21/10/2008 | Sheffield United | - | Southampton FC | 0:0 | ||||
13. Round | 25/10/2008 | Sheffield United | - | Preston North End | 1:0 | ||||
14. Round | 28/10/2008 | Bristol City | - | Sheffield United | 0:0 | ||||
15. Round | 01/11/2008 | Sheffield United | - | Plymouth Argyle | 2:0 | ||||
16. Round | 08/11/2008 | Barnsley FC | - | Sheffield United | 1:2 | ||||
17. Round | 15/11/2008 | Sheffield United | - | Reading FC | 0:2 | ||||
19. Round | 25/11/2008 | Sheffield United | - | Wolverhampton Wanderers | 1:3 | ![]() |
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20. Round | 29/11/2008 | Ipswich Town | - | Sheffield United | 1:1 | ||||
21. Round | 06/12/2008 | Sheffield United | - | Burnley FC | 2:3 | ||||
23. Round | 13/12/2008 | Swansea City | - | Sheffield United | 1:1 |