| 1. Round | 07/08/2010 | Middlesbrough FC | - | Ipswich Town | 1:3 | ||||
| 2. Round | 14/08/2010 | Leicester City | - | Middlesbrough FC | 0:0 | ||||
| 5. Round | 11/09/2010 | Queens Park Rangers | - | Middlesbrough FC | 3:0 | ||||
| 6. Round | 14/09/2010 | Middlesbrough FC | - | Burnley FC | 2:1 | ||||
| 7. Round | 18/09/2010 | Middlesbrough FC | - | Reading FC | 3:1 | ||||
| 16. Round | 09/11/2010 | Scunthorpe United | - | Middlesbrough FC | 0:2 |  |
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| 17. Round | 14/11/2010 | Swansea City | - | Middlesbrough FC | 1:0 | ||||
| 20. Round | 04/12/2010 | Coventry City | - | Middlesbrough FC | 1:0 | ||||
| 21. Round | 11/12/2010 | Middlesbrough FC | - | Cardiff City | 1:0 | ||||
| 22. Round | 17/12/2010 | Doncaster Rovers | - | Middlesbrough FC | 2:1 | ||||
| 24. Round | 28/12/2010 | Preston North End | - | Middlesbrough FC | 1:3 | ||||
| 25. Round | 01/01/2011 | Leeds United | - | Middlesbrough FC | 1:1 | ||||
| 26. Round | 03/01/2011 | Middlesbrough FC | - | Norwich City | 1:1 | ||||
| 27. Round | 15/01/2011 | Bristol City | - | Middlesbrough FC | 0:4 | ||||
| 44. Round | 25/04/2011 | Middlesbrough FC | - | Coventry City | 2:1 | ||||
| 45. Round | 02/05/2011 | Cardiff City | - | Middlesbrough FC | 0:3 | |
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| 46. Round | 07/05/2011 | Middlesbrough FC | - | Doncaster Rovers | 3:0 |
England