| Pr. League | 28/12/98 | Derby County | - | Middlesbrough FC | 2:1 | ||||
| Pr. League | 24/08/99 | Middlesbrough FC | - | Leicester City | 0:3 | ||||
| Pr. League | 04/12/99 | Bradford City | - | Middlesbrough FC | 1:1 |  |
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| Pr. League | 12/03/00 | Middlesbrough FC | - | Arsenal FC | 2:1 | ||||
| Pr. League | 14/05/00 | Everton FC | - | Middlesbrough FC | 0:2 |  |
England