| 3e tour | 28.10.1998 | CD Numancia | - | Racing Santander | 0:1 | ||||
| 3e tour | 11.11.1998 | Racing Santander | - | CD Numancia | 1:1 ap | ||||
| 4e tour | 13.01.1999 | CA Osasuna | - | Racing Santander | 1:0 | ||||
| tour des 16 | 20.01.1999 | Athletic Club | - | Racing Santander | 2:2 | ||||
| tour des 16 | 03.02.1999 | Racing Santander | - | Athletic Club | 1:0 |  |
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| Quarts de finale | 17.02.1999 | Racing Santander | - | Real Madrid | 2:6 | ||||
| Quarts de finale | 23.02.1999 | Real Madrid | - | Racing Santander | 1:0 |
Uruguay