| Pr. League | 17/10/99 | Middlesbrough FC | - | West Ham United | 2:0 | ||||
| Pr. League | 26/02/00 | Middlesbrough FC | - | Leeds United | 0:0 | ||||
| Pr. League | 01/03/03 | Middlesbrough FC | - | Everton FC | 1:1 |  |
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| Pr. League | 03/05/03 | Middlesbrough FC | - | Tottenham Hotspur | 5:1 | |
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| League Cup | 29/10/03 | Wigan Athletic | - | Middlesbrough FC | 1:2 | ||||
| Pr. League | 20/03/04 | Middlesbrough FC | - | Birmingham City | 5:3 |
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