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