1. Round 07/08/1999 Arsenal FC - Leicester City 2:1
2. Round 11/08/1999 Leicester City - Coventry City 1:0
3. Round 14/08/1999 Leicester City - Chelsea FC 2:2
4. Round 21/08/1999 West Ham United - Leicester City 2:1
5. Round 24/08/1999 Middlesbrough FC - Leicester City 0:3
7. Round 11/09/1999 Sunderland AFC - Leicester City 2:0
9. Round 25/09/1999 Leicester City - Aston Villa 3:1 yellow card
10. Round 03/10/1999 Tottenham Hotspur - Leicester City 2:3
11. Round 16/10/1999 Leicester City - Southampton FC 2:1
12. Round 23/10/1999 Bradford City - Leicester City 3:1
13. Round 30/10/1999 Leicester City - Sheffield Wednesday 3:0
14. Round 06/11/1999 Manchester United - Leicester City 2:0
15. Round 20/11/1999 Leicester City - Wimbledon FC 2:1
16. Round 27/11/1999 Coventry City - Leicester City 0:1
17. Round 04/12/1999 Leicester City - Arsenal FC 0:3
18. Round 18/12/1999 Leicester City - Derby County 0:1
20. Round 28/12/1999 Leicester City - Newcastle United 1:2
21. Round 03/01/2000 Everton FC - Leicester City 2:2
24. Round 05/02/2000 Leicester City - Middlesbrough FC 2:1
25. Round 12/02/2000 Watford FC - Leicester City 1:1
27. Round 05/03/2000 Leicester City - Sunderland AFC 5:2
28. Round 11/03/2000 Wimbledon FC - Leicester City 2:1
29. Round 18/03/2000 Leicester City - Manchester United 0:2
30. Round 26/03/2000 Leicester City - Leeds United 2:1
32. Round 08/04/2000 Leicester City - Everton FC 1:1
33. Round 15/04/2000 Newcastle United - Leicester City 0:2
35. Round 19/04/2000 Leicester City - Tottenham Hotspur 0:1
34. Round 22/04/2000 Aston Villa - Leicester City 2:2
36. Round 29/04/2000 Southampton FC - Leicester City 1:2