3. Round | 29/08/1998 | Blackburn Rovers | - | Leicester City | 1:0 | ||||
4. Round | 09/09/1998 | Leicester City | - | Middlesbrough FC | 0:1 | ||||
5. Round | 12/09/1998 | Leicester City | - | Arsenal FC | 1:1 | ||||
6. Round | 19/09/1998 | Derby County | - | Leicester City | 2:0 | ||||
8. Round | 03/10/1998 | Leeds United | - | Leicester City | 0:1 | ||||
9. Round | 19/10/1998 | Leicester City | - | Tottenham Hotspur | 2:1 | ||||
13. Round | 14/11/1998 | West Ham United | - | Leicester City | 3:2 | ||||
14. Round | 21/11/1998 | Leicester City | - | Chelsea FC | 2:4 | ||||
22. Round | 16/01/1999 | Leicester City | - | Manchester United | 2:6 | ||||
23. Round | 30/01/1999 | Middlesbrough FC | - | Leicester City | 0:0 | ||||
30. Round | 21/04/1999 | Liverpool FC | - | Leicester City | 0:1 | ||||
35. Round | 24/04/1999 | Leicester City | - | Coventry City | 1:0 |