10. Jornada | 03.10.1999 | Tottenham Hotspur | - | Leicester City | 2:3 | ||||
11. Jornada | 16.10.1999 | Derby County | - | Tottenham Hotspur | 0:1 | ||||
12. Jornada | 23.10.1999 | Tottenham Hotspur | - | Manchester United | 3:1 | ||||
13. Jornada | 31.10.1999 | Sunderland | - | Tottenham Hotspur | 2:1 | ||||
18. Jornada | 18.12.1999 | Middlesbrough | - | Tottenham Hotspur | 2:1 |