2. Round | 15/09/1998 | Leicester City | - | Chesterfield FC | 3:0 | ||||
3. Round | 26/10/1998 | Charlton Athletic | - | Leicester City | 1:2 | ||||
Round of 16 | 10/11/1998 | Leicester City | - | Leeds United | 2:1 | ||||
Quarter-finals | 01/12/1998 | Leicester City | - | Blackburn Rovers | 1:0 | ||||
Semi-finals | 25/01/1999 | Sunderland AFC | - | Leicester City | 1:2 | ||||
Semi-finals | 16/02/1999 | Leicester City | - | Sunderland AFC | 1:1 |