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| H | América de Cali | - | Alianza Lima | 3:1 | ||
| R | Alianza Lima | - | América de Cali | 3:4 i.E. | ||
| H: 01.12.1999 | R: 08.12.1999 | Sieger: América de Cali | ||||
| H | Caracas FC | - | Santa Fe | 1:1 | ||
| R | Santa Fe | - | Caracas FC | 4:2 i.E. | ||
| H: 02.12.1999 | R: 09.12.1999 | Sieger: Santa Fe | ||||
|
|
|
|
| H | América de Cali | - | Alianza Lima | 3:1 | ||
| R | Alianza Lima | - | América de Cali | 3:4 i.E. | ||
| H: 01.12.1999 | R: 08.12.1999 | Sieger: América de Cali | ||||
| H | Caracas FC | - | Santa Fe | 1:1 | ||
| R | Santa Fe | - | Caracas FC | 4:2 i.E. | ||
| H: 02.12.1999 | R: 09.12.1999 | Sieger: Santa Fe | ||||
