| 4. Round | 25/08/2013 | Wigan Athletic | - | Middlesbrough FC | 2:2 | ||||
| 5. Round | 31/08/2013 | Middlesbrough FC | - | Sheffield Wednesday | 1:1 | ||||
| 9. Round | 28/09/2013 | Queens Park Rangers | - | Middlesbrough FC | 2:0 |  |
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| 10. Round | 01/10/2013 | Middlesbrough FC | - | Huddersfield Town | 1:1 | ||||
| 15. Round | 09/11/2013 | Middlesbrough FC | - | Watford FC | 2:2 |
Scotland