| Sheffield United FC v Middlesbrough FC 07/04/1998 | View match | |
| Middlesbrough FC v Bury FC 11/04/1998 | View match | |
| Reading FC v Middlesbrough FC 13/04/1998 | View match | |
| Middlesbrough FC v Manchester City FC 17/04/1998 | View match | |
| Port Vale FC v Middlesbrough FC 24/04/1998 | View match | |
| Middlesbrough FC v Wolverhampton Wanderers FC 29/04/1998 | View match | |
| Middlesbrough FC v Oxford United FC 03/05/1998 | View match | |
| Middlesbrough FC v Leeds United FC 15/08/1998 | View match | |
| Aston Villa FC v Middlesbrough FC 23/08/1998 | £4.00 | |
| Middlesbrough FC v Derby County FC 29/08/1998 | View match | |
| Leicester City FC v Middlesbrough FC 09/09/1998 | View match | |
| Tottenham Hotspur FC v Middlesbrough FC 13/09/1998 | £2.00 |