| Tercera ronda | 02.01.1999 | Plymouth Argyle | - | Derby County | 0:3 |  |
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| Octavos de final | 13.02.1999 | Huddersfield Town | - | Derby County | 2:2 | ||||
| Octavos de final | 24.02.1999 | Derby County | - | Huddersfield Town | 3:1 | ||||
| Cuartos de final | 06.03.1999 | Arsenal | - | Derby County | 1:0 |  |
Italia