1. Ronde | 15.08.1998 | Middlesbrough FC | - | Leeds United | 0:0 | ||||
2. Ronde | 23.08.1998 | Aston Villa | - | Middlesbrough FC | 3:1 | ||||
18. Ronde | 19.12.1998 | Manchester United | - | Middlesbrough FC | 2:3 | ||||
26. Ronde | 20.02.1999 | Middlesbrough FC | - | Tottenham Hotspur | 0:0 |