| Pr. League | 24/08/96 | Nottingham Forest | - | Middlesbrough FC | 1:1 | ||||
| Pr. League | 22/03/97 | Middlesbrough FC | - | Chelsea FC | 1:0 | ||||
| FA Cup | 23/01/98 | Middlesbrough FC | - | Arsenal FC | 1:2 | ||||
| Pr. League | 14/11/98 | Charlton Athletic | - | Middlesbrough FC | 1:1 | ||||
| Pr. League | 27/02/99 | Sheffield Wednesday | - | Middlesbrough FC | 3:1 | ||||
| Pr. League | 24/04/99 | Middlesbrough FC | - | Arsenal FC | 1:6 | ||||
| League Cup | 29/11/99 | Middlesbrough FC | - | Arsenal FC | 3:1 pso | ||||
| Pr. League | 02/05/00 | Middlesbrough FC | - | Newcastle United | 2:2 |  |
England