9. Ronde | 17.10.1998 | Middlesbrough FC | - | Blackburn Rovers | 2:1 | ||||
10. Ronde | 24.10.1998 | Wimbledon FC | - | Middlesbrough FC | 2:2 | ||||
14. Ronde | 21.11.1998 | Middlesbrough FC | - | Coventry City | 2:0 | ||||
25. Ronde | 17.02.1999 | Everton FC | - | Middlesbrough FC | 5:0 | ||||
31. Ronde | 03.04.1999 | Blackburn Rovers | - | Middlesbrough FC | 0:0 | ||||
32. Ronde | 05.04.1999 | Middlesbrough FC | - | Wimbledon FC | 3:1 | ||||
35. Ronde | 24.04.1999 | Middlesbrough FC | - | Arsenal FC | 1:6 | ||||
36. Ronde | 01.05.1999 | Newcastle United | - | Middlesbrough FC | 1:1 | ||||
37. Ronde | 09.05.1999 | Middlesbrough FC | - | Manchester United | 0:1 | ||||
38. Ronde | 16.05.1999 | West Ham United | - | Middlesbrough FC | 4:0 |