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| 1st(1st leg) | CD Tenerife | - | Benidorm CD | 2:2 (1:1) | ||
| 2nd (2nd leg) | Benidorm CD | - | CD Tenerife | 0:0 (0:0) | ||
| 1st(1st leg): 16/12/1998 | 2nd (2nd leg): 13/01/1999 | Winner: Benidorm CD | ||||
| 1st(1st leg) | Villarreal CF | - | Sevilla FC | 2:2 (1:1) | ||
| 2nd (2nd leg) | Sevilla FC | - | Villarreal CF | 1:3 (1:1) | ||
| 1st(1st leg): 16/12/1998 | 2nd (2nd leg): 13/01/1999 | Winner: Villarreal CF | ||||
| 1st(1st leg) | Real Valladolid | - | CD Badajoz | 1:1 (0:0) | ||
| 2nd (2nd leg) | CD Badajoz | - | Real Valladolid | 10:11 (1:0, 1:1, 1:1) pso | ||
| 1st(1st leg): 16/12/1998 | 2nd (2nd leg): 13/01/1999 | Winner: Real Valladolid | ||||
| 1st(1st leg) | Racing Santander | - | CA Osasuna | 2:0 (0:0) | ||
| 2nd (2nd leg) | CA Osasuna | - | Racing Santander | 1:0 (0:0) | ||
| 1st(1st leg): 16/12/1998 | 2nd (2nd leg): 13/01/1999 | Winner: Racing Santander | ||||
| 1st(1st leg) | Deportivo La Coruña | - | Sporting Gijón | 1:1 (1:1) | ||
| 2nd (2nd leg) | Sporting Gijón | - | Deportivo La Coruña | 0:1 (0:0) | ||
| 1st(1st leg): 16/12/1998 | 2nd (2nd leg): 13/01/1999 | Winner: Deportivo La Coruña | ||||
| 1st(1st leg) | UD Las Palmas | - | Levante UD | 0:1 (0:0) | ||
| 2nd (2nd leg) | Levante UD | - | UD Las Palmas | 0:0 (0:0) | ||
| 1st(1st leg): 16/12/1998 | 2nd (2nd leg): 13/01/1999 | Winner: Levante UD | ||||
