| Group 2 | 26/02/1969 | Universidad Católica | - | Santiago Wanderers | 1:3 |  |
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| Group 2 | 01/03/1969 | Sporting Cristal | - | Santiago Wanderers | 2:1 | ||||
| Group 2 | 03/03/1969 | Juan Aurich | - | Santiago Wanderers | 3:1 | ||||
| Group 2 | 06/03/1969 | Santiago Wanderers | - | Universidad Católica | 2:3 | ||||
| Intermediate Gr. B | 18/03/1969 | Santiago Wanderers | - | Sporting Cristal | 1:1 | ||||
| Intermediate Gr. B | 20/03/1969 | Juan Aurich | - | Santiago Wanderers | 0:1 | ||||
| Group B | 27/03/1969 | Santiago Wanderers | - | Nacional | 1:1 | ||||
| Group B | 09/04/1969 | Nacional | - | Santiago Wanderers | 2:0 | ||||
| Group B | 16/04/1969 | Santiago Wanderers | - | Deportivo Cali | 3:3 |
Chile