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| 1st(1st leg) | América de Cali | - | Alianza Lima | 3:1 | ||
| 2nd (2nd leg) | Alianza Lima | - | América de Cali | 3:4 pso | ||
| 1st(1st leg): 01/12/1999 | 2nd (2nd leg): 08/12/1999 | Winner: América de Cali | ||||
| 1st(1st leg) | Caracas FC | - | Santa Fe | 1:1 | ||
| 2nd (2nd leg) | Santa Fe | - | Caracas FC | 4:2 pso | ||
| 1st(1st leg): 02/12/1999 | 2nd (2nd leg): 09/12/1999 | Winner: Santa Fe | ||||
