| 21. Round | 11/12/2010 | Middlesbrough FC | - | Cardiff City | 1:0 | ||||
| 28. Round | 22/01/2011 | Middlesbrough FC | - | Preston North End | 1:1 | ||||
| 29. Round | 01/02/2011 | Middlesbrough FC | - | Scunthorpe United | 2:0 | ||||
| 30. Round | 05/02/2011 | Crystal Palace | - | Middlesbrough FC | 1:0 | ||||
| 31. Round | 12/02/2011 | Middlesbrough FC | - | Swansea City | 3:4 | ||||
| 32. Round | 19/02/2011 | Millwall FC | - | Middlesbrough FC | 2:3 | ||||
| 34. Round | 26/02/2011 | Middlesbrough FC | - | Queens Park Rangers | 0:3 | ||||
| 23. Round | 01/03/2011 | Middlesbrough FC | - | Nottingham Forest | 1:1 | ||||
| 35. Round | 05/03/2011 | Reading FC | - | Middlesbrough FC | 5:2 | ||||
| 36. Round | 08/03/2011 | Middlesbrough FC | - | Derby County | 2:1 |  |
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| 37. Round | 12/03/2011 | Portsmouth FC | - | Middlesbrough FC | 0:0 | ||||
| 39. Round | 02/04/2011 | Middlesbrough FC | - | Leicester City | 3:3 | ||||
| 40. Round | 09/04/2011 | Sheffield United | - | Middlesbrough FC | 1:2 | ||||
| 41. Round | 12/04/2011 | Ipswich Town | - | Middlesbrough FC | 3:3 |
England