| 4. Ronde | 30.08.2008 | Wolverhampton Wanderers | - | Nottingham Forest | 5:1 | ||||
| 5. Ronde | 13.09.2008 | Charlton Athletic | - | Wolverhampton Wanderers | 1:3 | ||||
| 6. Ronde | 16.09.2008 | Wolverhampton Wanderers | - | Crystal Palace | 2:1 | ||||
| 8. Ronde | 27.09.2008 | Wolverhampton Wanderers | - | Bristol City | 2:0 | ||||
| 13. Ronde | 25.10.2008 | Watford FC | - | Wolverhampton Wanderers | 2:3 |  |
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| 15. Ronde | 01.11.2008 | Cardiff City | - | Wolverhampton Wanderers | 1:2 | ||||
| 18. Ronde | 22.11.2008 | Wolverhampton Wanderers | - | Blackpool FC | 2:0 | ||||
| 20. Ronde | 29.11.2008 | Wolverhampton Wanderers | - | Birmingham City | 1:1 |
Engeland