| Pr. League | 26/08/95 | Middlesbrough FC | - | Chelsea FC | 2:0 | ||||
| Pr. League | 28/10/95 | Manchester United | - | Middlesbrough FC | 2:0 | ||||
| Pr. League | 09/12/95 | Middlesbrough FC | - | Manchester City | 4:1 | ||||
| FA Cup | 12/02/96 | Wimbledon FC | - | Middlesbrough FC | 1:0 | ||||
| Pr. League | 19/10/96 | Middlesbrough FC | - | Tottenham Hotspur | 0:3 | ||||
| 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 | ||||
| Pr. League | 24/10/98 | Wimbledon FC | - | Middlesbrough FC | 2:2 | ||||
| Pr. League | 16/01/99 | Leeds United | - | Middlesbrough FC | 2:0 | ||||
| Pr. League | 11/09/99 | Middlesbrough FC | - | Southampton FC | 3:2 | ||||
| Pr. League | 03/10/99 | Newcastle United | - | Middlesbrough FC | 2:1 | ||||
| FA Cup | 10/12/99 | Wrexham AFC | - | Middlesbrough FC | 2:1 | ||||
| Pr. League | 28/04/01 | Middlesbrough FC | - | Manchester United | 0:2 |
England