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| U | Deportivo Cali | - | Cerro Porteño | 4:0 (1:0) | ||
| R | Cerro Porteño | - | Deportivo Cali | 3:2 (1:1) | ||
| U: 19.05.1999 | R: 26.05.1999 | Winnaars: Deportivo Cali | ||||
| U | River Plate | - | Palmeiras | 1:0 (0:0) | ||
| R | Palmeiras | - | River Plate | 3:0 (2:0) | ||
| U: 19.05.1999 | R: 26.05.1999 | Winnaars: Palmeiras | ||||
