| League Cup | 28.10.98 | Middlesbrough FC | - | Everton FC | 2:3 n.V. |  |
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| Pr. League | 14.04.99 | Middlesbrough FC | - | Chelsea FC | 0:0 | ||||
| Pr. League | 07.08.99 | Middlesbrough FC | - | Bradford City | 0:1 | ||||
| Pr. League | 20.11.99 | Arsenal FC | - | Middlesbrough FC | 5:1 | |
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| Pr. League | 15.04.00 | Coventry City | - | Middlesbrough FC | 2:1 | ||||
| Pr. League | 28.10.00 | Ipswich Town | - | Middlesbrough FC | 2:1 | ||||
| Pr. League | 24.02.01 | Middlesbrough FC | - | Southampton FC | 0:1 |
Kolumbien