| 1. Round | 16/08/2008 | Arsenal FC | - | West Bromwich Albion | 1:0 | ||||
| 3. Round | 30/08/2008 | Bolton Wanderers | - | West Bromwich Albion | 0:0 | ||||
| 4. Round | 13/09/2008 | West Bromwich Albion | - | West Ham United | 3:2 | ||||
| 11. Round | 01/11/2008 | West Bromwich Albion | - | Blackburn Rovers | 2:2 | ||||
| 20. Round | 28/12/2008 | West Bromwich Albion | - | Tottenham Hotspur | 2:0 | ||||
| 21. Round | 10/01/2009 | Aston Villa | - | West Bromwich Albion | 2:1 | ||||
| 22. Round | 17/01/2009 | West Bromwich Albion | - | Middlesbrough FC | 3:0 | ||||
| 23. Round | 27/01/2009 | West Bromwich Albion | - | Manchester United | 0:5 | ||||
| 25. Round | 07/02/2009 | West Bromwich Albion | - | Newcastle United | 2:3 | ||||
| 32. Round | 11/04/2009 | Portsmouth FC | - | West Bromwich Albion | 2:2 |
Belgium