1. Round | 15/08/1998 | Everton FC | - | Aston Villa | 0:0 | ||||
2. Round | 23/08/1998 | Aston Villa | - | Middlesbrough FC | 3:1 | ||||
4. Round | 09/09/1998 | Aston Villa | - | Newcastle United | 1:0 | ||||
5. Round | 12/09/1998 | Aston Villa | - | Wimbledon FC | 2:0 | ||||
18. Round | 21/12/1998 | Charlton Athletic | - | Aston Villa | 0:1 | ||||
19. Round | 26/12/1998 | Blackburn Rovers | - | Aston Villa | 2:1 | ||||
20. Round | 28/12/1998 | Aston Villa | - | Sheffield Wednesday | 2:1 | ||||
21. Round | 09/01/1999 | Middlesbrough FC | - | Aston Villa | 0:0 | ||||
22. Round | 18/01/1999 | Aston Villa | - | Everton FC | 3:0 | ||||
23. Round | 30/01/1999 | Newcastle United | - | Aston Villa | 2:1 | ||||
24. Round | 06/02/1999 | Aston Villa | - | Blackburn Rovers | 1:3 | ||||
25. Round | 17/02/1999 | Aston Villa | - | Leeds United | 1:2 | ||||
26. Round | 21/02/1999 | Wimbledon FC | - | Aston Villa | 0:0 | ||||
27. Round | 27/02/1999 | Aston Villa | - | Coventry City | 1:4 | ||||
28. Round | 10/03/1999 | Derby County | - | Aston Villa | 2:1 | ||||
29. Round | 13/03/1999 | Tottenham Hotspur | - | Aston Villa | 1:0 | ||||
30. Round | 21/03/1999 | Aston Villa | - | Chelsea FC | 0:3 | ||||
38. Round | 16/05/1999 | Arsenal FC | - | Aston Villa | 1:0 |