| 15. Round | 31/10/2009 | Bristol City | - | Sheffield Wednesday | 1:1 |  |
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| 16. Round | 07/11/2009 | Sheffield Wednesday | - | Queens Park Rangers | 1:2 | ||||
| 17. Round | 21/11/2009 | Ipswich Town | - | Sheffield Wednesday | 0:0 | |
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| 18. Round | 28/11/2009 | Sheffield Wednesday | - | West Bromwich Albion | 0:4 | ||||
| 22. Round | 19/12/2009 | Sheffield Wednesday | - | Swansea City | 0:2 | |
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| 23. Round | 26/12/2009 | Sheffield Wednesday | - | Newcastle United | 2:2 | ||||
| 28. Round | 30/01/2010 | Sheffield Wednesday | - | Plymouth Argyle | 2:1 | ||||
| 29. Round | 06/02/2010 | Nottingham Forest | - | Sheffield Wednesday | 2:1 | ||||
| 30. Round | 09/02/2010 | Sheffield Wednesday | - | Blackpool FC | 2:0 | ||||
| 32. Round | 16/02/2010 | Sheffield Wednesday | - | Doncaster Rovers | 0:2 | ||||
| 33. Round | 20/02/2010 | Sheffield Wednesday | - | Ipswich Town | 0:1 | ||||
| 35. Round | 06/03/2010 | Sheffield Wednesday | - | Leicester City | 2:0 |
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