| Pr. League | 13.09.98 | Tottenham Hotspur | - | Middlesbrough FC | 0:3 |  |
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| Pr. League | 20.02.99 | Middlesbrough FC | - | Tottenham Hotspur | 0:0 | ||||
| Pr. League | 18.12.99 | Middlesbrough FC | - | Tottenham Hotspur | 2:1 | ||||
| Pr. League | 03.04.00 | Tottenham Hotspur | - | Middlesbrough FC | 2:3 | |
 |
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| Pr. League | 22.08.00 | Middlesbrough FC | - | Tottenham Hotspur | 1:1 |
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