1. Round 08/08/1999 Everton FC - Manchester United 1:1
2. Round 11/08/1999 Aston Villa - Everton FC 3:0
3. Round 14/08/1999 Tottenham Hotspur - Everton FC 3:2
4. Round 21/08/1999 Everton FC - Southampton FC 4:1
5. Round 25/08/1999 Everton FC - Wimbledon FC 4:0
6. Round 28/08/1999 Derby County - Everton FC 1:0 yellow card
7. Round 11/09/1999 Sheffield Wednesday - Everton FC 0:2
8. Round 19/09/1999 Everton FC - West Ham United 1:0
9. Round 27/09/1999 Liverpool FC - Everton FC 0:1
10. Round 02/10/1999 Everton FC - Coventry City 1:1
11. Round 16/10/1999 Arsenal FC - Everton FC 4:1
12. Round 24/10/1999 Everton FC - Leeds United 4:4
13. Round 30/10/1999 Middlesbrough FC - Everton FC 2:1
14. Round 07/11/1999 Newcastle United - Everton FC 1:1 yellow card
15. Round 20/11/1999 Everton FC - Chelsea FC 1:1
16. Round 27/11/1999 Everton FC - Aston Villa 0:0
17. Round 04/12/1999 Manchester United - Everton FC 5:1
18. Round 18/12/1999 Watford FC - Everton FC 1:3 yellow card
19. Round 26/12/1999 Everton FC - Sunderland AFC 5:0
20. Round 28/12/1999 Bradford City - Everton FC 0:0
21. Round 03/01/2000 Everton FC - Leicester City 2:2
22. Round 15/01/2000 Everton FC - Tottenham Hotspur 2:2
23. Round 22/01/2000 Southampton FC - Everton FC 2:0
28. Round 11/03/2000 Chelsea FC - Everton FC 1:1
35. Round 15/03/2000 Coventry City - Everton FC 1:0
29. Round 19/03/2000 Everton FC - Newcastle United 0:2
30. Round 25/03/2000 Sunderland AFC - Everton FC 2:1
31. Round 01/04/2000 Everton FC - Watford FC 4:2
32. Round 08/04/2000 Leicester City - Everton FC 1:1
33. Round 15/04/2000 Everton FC - Bradford City 4:0
34. Round 21/04/2000 Everton FC - Liverpool FC 0:0
36. Round 29/04/2000 Everton FC - Arsenal FC 0:1
37. Round 08/05/2000 Leeds United - Everton FC 1:1
38. Round 14/05/2000 Everton FC - Middlesbrough FC 0:2