| League Cup | 25/09/90 | Liverpool FC | - | Crewe Alexandra | 5:1 | ||||
| Pr. League | 18/12/92 | Arsenal FC | - | Middlesbrough FC | 1:1 | ||||
| Pr. League | 26/08/95 | Middlesbrough FC | - | Chelsea FC | 2:0 |  |
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| Pr. League | 28/10/95 | Manchester United | - | Middlesbrough FC | 2:0 | ||||
| FA Cup | 12/02/96 | Wimbledon FC | - | Middlesbrough FC | 1:0 | ||||
| Pr. League | 28/12/96 | Coventry City | - | Middlesbrough FC | 3:0 | ||||
| Pr. League | 15/03/97 | Leicester City | - | Middlesbrough FC | 1:3 | ||||
| FA Cup | 17/05/97 | Chelsea FC | - | Middlesbrough FC | 2:0 | ||||
| League Cup | 17/11/97 | Middlesbrough FC | - | Bolton Wanderers | 2:1 aet | |
England