1. Round 07/08/1999 West Ham United - Tottenham Hotspur 1:0 yellow card
2. Round 09/08/1999 Tottenham Hotspur - Newcastle United 3:1 Goal
3. Round 14/08/1999 Tottenham Hotspur - Everton FC 3:2 Goal
4. Round 21/08/1999 Sheffield Wednesday - Tottenham Hotspur 1:2
6. Round 28/08/1999 Tottenham Hotspur - Leeds United 1:2 Goal
7. Round 12/09/1999 Bradford City - Tottenham Hotspur 1:1 yellow card
8. Round 19/09/1999 Tottenham Hotspur - Coventry City 3:2
9. Round 26/09/1999 Wimbledon FC - Tottenham Hotspur 1:1 yellow card
10. Round 03/10/1999 Tottenham Hotspur - Leicester City 2:3 yellow card
11. Round 16/10/1999 Derby County - Tottenham Hotspur 0:1
12. Round 23/10/1999 Tottenham Hotspur - Manchester United 3:1 yellow card
13. Round 31/10/1999 Sunderland AFC - Tottenham Hotspur 2:1
14. Round 07/11/1999 Tottenham Hotspur - Arsenal FC 2:1 Goal
15. Round 20/11/1999 Southampton FC - Tottenham Hotspur 0:1
16. Round 28/11/1999 Newcastle United - Tottenham Hotspur 2:1 yellow card
17. Round 06/12/1999 Tottenham Hotspur - West Ham United 0:0
18. Round 18/12/1999 Middlesbrough FC - Tottenham Hotspur 2:1 yellow card
19. Round 26/12/1999 Tottenham Hotspur - Watford FC 4:0 GoalGoal
20. Round 29/12/1999 Aston Villa - Tottenham Hotspur 1:1 Goal
21. Round 03/01/2000 Tottenham Hotspur - Liverpool FC 1:0
5. Round 12/01/2000 Chelsea FC - Tottenham Hotspur 1:0 yellow card
22. Round 15/01/2000 Everton FC - Tottenham Hotspur 2:2 yellow card
23. Round 22/01/2000 Tottenham Hotspur - Sheffield Wednesday 0:1
24. Round 05/02/2000 Tottenham Hotspur - Chelsea FC 0:1
25. Round 12/02/2000 Leeds United - Tottenham Hotspur 1:0 yellow card
26. Round 26/02/2000 Coventry City - Tottenham Hotspur 0:1
38. Round 14/05/2000 Tottenham Hotspur - Sunderland AFC 3:1 Goal