| FA Cup | 14/02/97 | Manchester City | - | Middlesbrough FC | 0:1 | ||||
| Pr. League | 09/04/97 | West Ham United | - | Middlesbrough FC | 0:0 | ||||
| League Cup | 28/03/98 | Chelsea FC | - | Middlesbrough FC | 2:0 aet | ||||
| Pr. League | 06/02/99 | Liverpool FC | - | Middlesbrough FC | 3:1 | ||||
| Pr. League | 18/09/99 | Derby County | - | Sunderland AFC | 0:5 |
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