2. Round | 15/09/1998 | Leicester City | - | Chesterfield FC | 3:0 | ||||
2. Round | 21/09/1998 | Chesterfield FC | - | Leicester City | 1:3 | ||||
3. Round | 26/10/1998 | Charlton Athletic | - | Leicester City | 1:2 | ||||
Round of 16 | 10/11/1998 | Leicester City | - | Leeds United | 2:1 | ||||
Final | 20/03/1999 | Leicester City | - | Tottenham Hotspur | 0:1 |