| FA Cup | 13/04/97 | Middlesbrough FC | - | Chesterfield FC | 3:3 aet | ||||
| FA Cup | 22/04/97 | Chesterfield FC | - | Middlesbrough FC | 0:3 | ||||
| Pr. League | 24/10/99 | Watford FC | - | Middlesbrough FC | 1:3 |  |
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| League Cup | 30/10/00 | Wimbledon FC | - | Middlesbrough FC | 1:0 | |
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| FA Cup | 05/02/01 | Middlesbrough FC | - | Wimbledon FC | 0:0 | ||||
| FA Cup | 12/02/01 | Wimbledon FC | - | Middlesbrough FC | 3:1 aet | |
England