| 2e tour | 16.09.1998 | Leicester City | - | Chesterfield FC | 3:0 | ||||
| 3e tour | 27.10.1998 | Charlton Athletic | - | Leicester City | 1:2 |  |
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| Demi-finales | 26.01.1999 | Sunderland AFC | - | Leicester City | 1:2 | |
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| Demi-finales | 17.02.1999 | Leicester City | - | Sunderland AFC | 1:1 | |
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| Finale | 21.03.1999 | Leicester City | - | Tottenham Hotspur | 0:1 |
Angleterre