| 1. Round | 20/08/1999 | Valencia CF | - | Racing Santander | 1:2 | ||||
| 4. Round | 18/09/1999 | Racing Santander | - | Sevilla FC | 2:2 |  |
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| 5. Round | 25/09/1999 | Atlético Madrid | - | Racing Santander | 2:0 | ||||
| 6. Round | 02/10/1999 | Racing Santander | - | Rayo Vallecano | 1:1 | ||||
| 18. Round | 04/01/2000 | Deportivo La Coruña | - | Racing Santander | 0:3 | ||||
| 24. Round | 12/02/2000 | Racing Santander | - | Atlético Madrid | 2:1 | ||||
| 25. Round | 19/02/2000 | Rayo Vallecano | - | Racing Santander | 1:2 | ||||
| 29. Round | 18/03/2000 | RCD Mallorca | - | Racing Santander | 1:2 | ||||
| 34. Round | 21/04/2000 | Real Madrid | - | Racing Santander | 2:4 | ||||
| 36. Round | 06/05/2000 | Athletic Club | - | Racing Santander | 2:2 | ||||
| 38. Round | 19/05/2000 | Málaga CF | - | Racing Santander | 0:0 |  |
Russia