2. Round | 23/08/1998 | Aston Villa | - | Middlesbrough FC | 3:1 | ||||
3. Round | 29/08/1998 | Sheffield Wednesday | - | Aston Villa | 0:1 | ||||
4. Round | 09/09/1998 | Aston Villa | - | Newcastle United | 1:0 | ||||
5. Round | 12/09/1998 | Aston Villa | - | Wimbledon FC | 2:0 | ||||
6. Round | 19/09/1998 | Leeds United | - | Aston Villa | 0:0 | ||||
7. Round | 26/09/1998 | Aston Villa | - | Derby County | 1:0 | ||||
8. Round | 03/10/1998 | Coventry City | - | Aston Villa | 1:2 | ||||
17. Round | 13/12/1998 | Aston Villa | - | Arsenal FC | 3:2 | ||||
19. Round | 26/12/1998 | Blackburn Rovers | - | Aston Villa | 2:1 | ||||
21. Round | 09/01/1999 | Middlesbrough FC | - | Aston Villa | 0:0 | ||||
23. Round | 30/01/1999 | Newcastle United | - | Aston Villa | 2:1 | ||||
24. Round | 06/02/1999 | Aston Villa | - | Blackburn Rovers | 1:3 | ||||
26. Round | 21/02/1999 | Wimbledon FC | - | Aston Villa | 0:0 | ||||
27. Round | 27/02/1999 | Aston Villa | - | Coventry City | 1:4 | ||||
38. Round | 16/05/1999 | Arsenal FC | - | Aston Villa | 1:0 |