| League Cup | 27/10/98 | Middlesbrough FC | - | Everton FC | 2:3 aet |  |
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| Pr. League | 07/08/99 | Middlesbrough FC | - | Bradford City | 0:1 | ||||
| Pr. League | 20/11/99 | Arsenal FC | - | Middlesbrough FC | 5:1 | ||||
| Pr. League | 15/04/00 | Coventry City | - | Middlesbrough FC | 2:1 | |
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| Pr. League | 28/10/00 | Ipswich Town | - | Middlesbrough FC | 2:1 | |
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| Pr. League | 24/02/01 | Middlesbrough FC | - | Southampton FC | 0:1 | ||||
| Championship | 13/10/01 | Crystal Palace | - | Wimbledon FC | 4:0 |
England