3. Round 14/08/1999 Manchester United - Leeds United 2:0
4. Round 21/08/1999 Leeds United - Sunderland AFC 2:1
5. Round 23/08/1999 Leeds United - Liverpool FC 1:2
6. Round 28/08/1999 Tottenham Hotspur - Leeds United 1:2
7. Round 11/09/1999 Coventry City - Leeds United 3:4 Goal
8. Round 19/09/1999 Leeds United - Middlesbrough FC 2:0
9. Round 25/09/1999 Leeds United - Newcastle United 3:2
10. Round 03/10/1999 Watford FC - Leeds United 1:2
11. Round 16/10/1999 Leeds United - Sheffield Wednesday 2:0
12. Round 24/10/1999 Everton FC - Leeds United 4:4
13. Round 30/10/1999 Leeds United - West Ham United 1:0
14. Round 07/11/1999 Wimbledon FC - Leeds United 2:0
15. Round 20/11/1999 Leeds United - Bradford City 2:1
16. Round 28/11/1999 Leeds United - Southampton FC 1:0
17. Round 05/12/1999 Derby County - Leeds United 0:1
18. Round 19/12/1999 Chelsea FC - Leeds United 0:2
19. Round 26/12/1999 Leeds United - Leicester City 2:1
21. Round 03/01/2000 Leeds United - Aston Villa 1:2
23. Round 23/01/2000 Sunderland AFC - Leeds United 1:2
24. Round 05/02/2000 Liverpool FC - Leeds United 3:1
25. Round 12/02/2000 Leeds United - Tottenham Hotspur 1:0
26. Round 26/02/2000 Middlesbrough FC - Leeds United 0:0
27. Round 05/03/2000 Leeds United - Coventry City 3:0
29. Round 19/03/2000 Leeds United - Wimbledon FC 4:1
30. Round 26/03/2000 Leicester City - Leeds United 2:1
31. Round 01/04/2000 Leeds United - Chelsea FC 0:1
32. Round 09/04/2000 Aston Villa - Leeds United 1:0
34. Round 23/04/2000 Newcastle United - Leeds United 2:2
36. Round 30/04/2000 Sheffield Wednesday - Leeds United 0:3
35. Round 03/05/2000 Leeds United - Watford FC 3:1 Goal
37. Round 08/05/2000 Leeds United - Everton FC 1:1
38. Round 14/05/2000 West Ham United - Leeds United 0:0