| 26. Ronde | 16.01.2010 | Sheffield United | - | Middlesbrough FC | 1:0 | ||||
| 25. Ronde | 23.01.2010 | Middlesbrough FC | - | Swansea City | 1:1 |  |
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| 27. Ronde | 26.01.2010 | Doncaster Rovers | - | Middlesbrough FC | 1:4 | ||||
| 28. Ronde | 30.01.2010 | Middlesbrough FC | - | Bristol City | 0:0 | ||||
| 29. Ronde | 06.02.2010 | Ipswich Town | - | Middlesbrough FC | 1:1 | ||||
| 30. Ronde | 09.02.2010 | Middlesbrough FC | - | Barnsley FC | 2:1 | ||||
| 31. Ronde | 13.02.2010 | Middlesbrough FC | - | Peterborough United | 1:0 | ||||
| 32. Ronde | 16.02.2010 | Blackpool FC | - | Middlesbrough FC | 2:0 | ||||
| 33. Ronde | 20.02.2010 | Nottingham Forest | - | Middlesbrough FC | 1:0 | ||||
| 34. Ronde | 27.02.2010 | Middlesbrough FC | - | Queens Park Rangers | 2:0 | ||||
| 35. Ronde | 06.03.2010 | Cardiff City | - | Middlesbrough FC | 1:0 |
Ierland