| League Cup | 26.10.05 | Everton FC | - | Middlesbrough FC | 0:1 | ||||
| Pr. League | 27.11.05 | Middlesbrough FC | - | West Bromwich Albion | 2:2 | ||||
| Pr. League | 30.09.06 | Sheffield United | - | Middlesbrough FC | 2:1 | ||||
| Pr. League | 25.11.06 | Aston Villa | - | Middlesbrough FC | 1:1 |  |
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| Pr. League | 21.04.07 | Manchester United | - | Middlesbrough FC | 1:1 | |
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| FA Cup | 27.02.08 | Middlesbrough FC | - | Sheffield United | 1:0 ap | |
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| Pr. League | 03.05.08 | Middlesbrough FC | - | Portsmouth FC | 2:0 | ||||
| Pr. League | 13.12.08 | Middlesbrough FC | - | Arsenal FC | 1:1 | ||||
| FA Cup | 14.02.09 | West Ham United | - | Middlesbrough FC | 1:1 |
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