3. Ronde | 29.08.1998 | Everton FC | - | Tottenham Hotspur | 0:1 | ||||
4. Ronde | 09.09.1998 | Tottenham Hotspur | - | Blackburn Rovers | 2:1 | ||||
5. Ronde | 13.09.1998 | Tottenham Hotspur | - | Middlesbrough FC | 0:3 | ||||
6. Ronde | 19.09.1998 | Southampton FC | - | Tottenham Hotspur | 1:1 | ||||
7. Ronde | 26.09.1998 | Tottenham Hotspur | - | Leeds United | 3:3 | ||||
8. Ronde | 03.10.1998 | Derby County | - | Tottenham Hotspur | 0:1 | ||||
9. Ronde | 19.10.1998 | Leicester City | - | Tottenham Hotspur | 2:1 | ||||
10. Ronde | 24.10.1998 | Tottenham Hotspur | - | Newcastle United | 2:0 | ||||
11. Ronde | 02.11.1998 | Tottenham Hotspur | - | Charlton Athletic | 2:2 | ||||
13. Ronde | 14.11.1998 | Arsenal FC | - | Tottenham Hotspur | 0:0 | ||||
14. Ronde | 21.11.1998 | Tottenham Hotspur | - | Nottingham Forest | 2:0 | ||||
22. Ronde | 16.01.1999 | Tottenham Hotspur | - | Wimbledon FC | 0:0 |