1. Jornada | 07.08.1999 | West Ham United | - | Tottenham Hotspur | 1:0 | ||||
2. Jornada | 09.08.1999 | Tottenham Hotspur | - | Newcastle United | 3:1 | ||||
3. Jornada | 14.08.1999 | Tottenham Hotspur | - | Everton | 3:2 | ||||
4. Jornada | 21.08.1999 | Sheffield Wednesday | - | Tottenham Hotspur | 1:2 | ||||
6. Jornada | 28.08.1999 | Tottenham Hotspur | - | Leeds United | 1:2 | ||||
7. Jornada | 12.09.1999 | Bradford City | - | Tottenham Hotspur | 1:1 | ||||
27. Jornada | 04.03.2000 | Tottenham Hotspur | - | Bradford City | 1:1 | ||||
29. Jornada | 19.03.2000 | Arsenal | - | Tottenham Hotspur | 2:1 | ||||
30. Jornada | 25.03.2000 | Watford FC | - | Tottenham Hotspur | 1:1 |