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