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| 1st(1st leg) | Deportivo Cali | - | Cerro Porteño | 4:0 (1:0) | ||
| 2nd (2nd leg) | Cerro Porteño | - | Deportivo Cali | 3:2 (1:1) | ||
| 1st(1st leg): 19/05/1999 | 2nd (2nd leg): 26/05/1999 | Winner: Deportivo Cali | ||||
| 1st(1st leg) | River Plate | - | Palmeiras | 1:0 (0:0) | ||
| 2nd (2nd leg) | Palmeiras | - | River Plate | 3:0 (2:0) | ||
| 1st(1st leg): 19/05/1999 | 2nd (2nd leg): 26/05/1999 | Winner: Palmeiras | ||||
