| 6. Round | 20/09/2009 | Wolverhampton Wanderers | - | Fulham FC | 2:1 | ||||
| 7. Round | 27/09/2009 | Sunderland AFC | - | Wolverhampton Wanderers | 5:2 | ||||
| 8. Round | 03/10/2009 | Wolverhampton Wanderers | - | Portsmouth FC | 0:1 |  |
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| 9. Round | 17/10/2009 | Everton FC | - | Wolverhampton Wanderers | 1:1 | |
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| 10. Round | 24/10/2009 | Wolverhampton Wanderers | - | Aston Villa | 1:1 | ||||
| 11. Round | 31/10/2009 | Stoke City | - | Wolverhampton Wanderers | 2:2 | |
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| 12. Round | 07/11/2009 | Wolverhampton Wanderers | - | Arsenal FC | 1:4 | ||||
| 13. Round | 21/11/2009 | Chelsea FC | - | Wolverhampton Wanderers | 4:0 | ||||
| 14. Round | 29/11/2009 | Wolverhampton Wanderers | - | Birmingham City | 0:1 |
England
