1. Round | 15/08/1998 | Manchester United | - | Leicester City | 2:2 | ||||
3. Round | 29/08/1998 | Blackburn Rovers | - | Leicester City | 1:0 | ||||
4. Round | 09/09/1998 | Leicester City | - | Middlesbrough FC | 0:1 | ||||
6. Round | 19/09/1998 | Derby County | - | Leicester City | 2:0 | ||||
7. Round | 27/09/1998 | Leicester City | - | Wimbledon FC | 1:1 | ||||
8. Round | 03/10/1998 | Leeds United | - | Leicester City | 0:1 | ||||
9. Round | 19/10/1998 | Leicester City | - | Tottenham Hotspur | 2:1 | ||||
16. Round | 05/12/1998 | Leicester City | - | Southampton FC | 2:0 | ||||
18. Round | 19/12/1998 | Newcastle United | - | Leicester City | 1:0 | ||||
22. Round | 16/01/1999 | Leicester City | - | Manchester United | 2:6 | ||||
23. Round | 30/01/1999 | Middlesbrough FC | - | Leicester City | 0:0 | ||||
24. Round | 06/02/1999 | Leicester City | - | Sheffield Wednesday | 0:2 | ||||
28. Round | 06/03/1999 | Wimbledon FC | - | Leicester City | 0:1 | ||||
29. Round | 13/03/1999 | Leicester City | - | Charlton Athletic | 1:1 |