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| 1st(1st leg) | San Lorenzo | - | Palmeiras | 1:0 | ||
| 2nd (2nd leg) | Palmeiras | - | San Lorenzo | 3:0 | ||
| 1st(1st leg): 18/11/1999 | 2nd (2nd leg): 07/12/1999 | Winner: Palmeiras | ||||
| 1st(1st leg) | Flamengo RJ | - | Peñarol | 3:0 | ||
| 2nd (2nd leg) | Peñarol | - | Flamengo RJ | 3:2 | ||
| 1st(1st leg): 25/11/1999 | 2nd (2nd leg): 09/12/1999 | Winner: Flamengo RJ | ||||
