series
| May 26, 1999 | CL | 1999 | sf | Cerro Porteño | 3 - 2 | Deportivo Cali | 1 | |
| May 19, 1999 | CL | 1999 | sf | Cerro Porteño | 0 - 4 | Deportivo Cali | 1 |
scoreboard
| CL | 1999 | sf | Palmeiras | 3 - 0 | River Plate | 1 | |
| JAP1 | 1999 | 10 | Avispa Fukuoka | 0 - 1 | Júbilo Iwata | 1 | |
| BOL1 | 1999 | 8 | Blooming | 1 - 2 | Wilstermann | 1 | |
| BOL1 | 1999 | 8 | CD San José | 1 - 2 | Oriente Petrolero | 1 | |
| MLS | 1999 | Dallas Burn | 2 - 1 | Miami Fusion | Cotton Bowl | 2 | |
| URU1 | 1999 | 5 | Cerro | 1 - 3 | Nacional | 1 | |
| BRA-RJ | 1999 | 7 | Americano | 0 - 3 | Flamengo | 1 | |
| BRA-RJ | 1999 | 7 | Fluminense | 0 - 0 | Olaria | 1 | |
| BRA-RJ | 1999 | 7 | CR Vasco da Gama | 1 - 0 | Friburguense | 1 | |
| BRA-RJ | 1999 | 7 | Botafogo | 0 - 2 | Madureira | 1 | |
| BRA-RJ | 1999 | 7 | Bangu | 0 - 0 | Itaperuna | 1 |