| Segunda etapa | 16.09.1998 | Leicester City | - | Chesterfield FC | 3:0 |  |
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| Tercera ronda | 27.10.1998 | Charlton Athletic | - | Leicester City | 1:2 | ||||
| Octavos de final | 11.11.1998 | Leicester City | - | Leeds United | 2:1 | ||||
| Cuartos de final | 02.12.1998 | Leicester City | - | Blackburn Rovers | 1:0 | ||||
| Semifinales | 26.01.1999 | Sunderland | - | Leicester City | 1:2 | ||||
| Semifinales | 17.02.1999 | Leicester City | - | Sunderland | 1:1 |
Inglaterra