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| 1st(1st leg) | Real Unión | - | Atlético Madrid | 0:3 (0:1) | ||
| 2nd (2nd leg) | Atlético Madrid | - | Real Unión | 2:0 (1:0) | ||
| 1st(1st leg): 19/01/2000 19:30 | 2nd (2nd leg): 02/02/2000 19:30 | Winner: Atlético Madrid | ||||
| 1st(1st leg) | CA Osasuna | - | Deportivo La Coruña | 1:0 (1:0) | ||
| 2nd (2nd leg) | Deportivo La Coruña | - | CA Osasuna | 0:1 (0:0) | ||
| 1st(1st leg): 19/01/2000 19:30 | 2nd (2nd leg): 02/02/2000 20:00 | Winner: CA Osasuna | ||||
| 1st(1st leg) | UE Lleida | - | Rayo Vallecano | 2:3 (1:2) | ||
| 2nd (2nd leg) | Rayo Vallecano | - | UE Lleida | 3:1 (0:0) | ||
| 1st(1st leg): 19/01/2000 19:30 | 2nd (2nd leg): 02/02/2000 20:00 | Winner: Rayo Vallecano | ||||
| 1st(1st leg) | Espanyol Barcelona | - | RC Celta | 2:1 (1:1) | ||
| 2nd (2nd leg) | RC Celta | - | Espanyol Barcelona | 0:1 (0:0) | ||
| 1st(1st leg): 19/01/2000 19:45 | 2nd (2nd leg): 01/02/2000 20:30 | Winner: Espanyol Barcelona | ||||
| 1st(1st leg) | Real Zaragoza | - | Real Madrid | 0:0 (0:0) | ||
| 2nd (2nd leg) | Real Madrid | - | Real Zaragoza | 2:0 (1:0) | ||
| 1st(1st leg): 19/01/2000 20:00 | 2nd (2nd leg): 03/02/2000 20:30 | Winner: Real Madrid | ||||
| 1st(1st leg) | CP Mérida | - | Real Oviedo | 1:0 (0:0) | ||
| 2nd (2nd leg) | Real Oviedo | - | CP Mérida | 0:0 (0:0) | ||
| 1st(1st leg): 19/01/2000 20:00 | 2nd (2nd leg): 02/02/2000 19:30 | Winner: CP Mérida | ||||
| 1st(1st leg) | SD Compostela | - | Villarreal CF | 3:0 (2:0) | ||
| 2nd (2nd leg) | Villarreal CF | - | SD Compostela | 2:4 (0:0, 3:0, 3:0) pso | ||
| 1st(1st leg): 19/01/2000 20:00 | 2nd (2nd leg): 01/02/2000 19:30 | Winner: SD Compostela | ||||
| 1st(1st leg) | CD Ourense | - | FC Barcelona | 1:2 (0:1) | ||
| 2nd (2nd leg) | FC Barcelona | - | CD Ourense | 0:0 (0:0) | ||
| 1st(1st leg): 20/01/2000 20:45 | 2nd (2nd leg): 02/02/2000 20:00 | Winner: FC Barcelona | ||||
