| 1. Round | 21/08/1999 | Atlético Madrid | - | Rayo Vallecano | 0:2 | ||||
| 2. Round | 27/08/1999 | Real Sociedad | - | Atlético Madrid | 4:1 | ||||
| 3. Round | 11/09/1999 | Atlético Madrid | - | RC Celta | 1:2 |  |
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| 4. Round | 18/09/1999 | Real Zaragoza | - | Atlético Madrid | 1:1 | ||||
| 5. Round | 25/09/1999 | Atlético Madrid | - | Racing Santander | 2:0 | ||||
| 6. Round | 02/10/1999 | Espanyol Barcelona | - | Atlético Madrid | 3:1 | ||||
| 37. Round | 12/05/2000 | Atlético Madrid | - | Sevilla FC | 1:1 |
Spain
