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| H (Match allé) | La Serena | - | Deportes Temuco | 1:0 (1:0) | ||
| R (match retour) | Deportes Temuco | - | La Serena | 3:1 (1:0, 1:0) tab | ||
| H (Match allé): 08.11.2023 22:00 | R (match retour): 15.11.2023 00:30 | vainqueur: Deportes Temuco | ||||
| H (Match allé) | San Luis | - | Antofagasta | 1:1 (0:1) | ||
| R (match retour) | Antofagasta | - | San Luis | 6:5 (0:0, 1:1) tab | ||
| H (Match allé): 09.11.2023 22:00 | R (match retour): 14.11.2023 22:00 | vainqueur: Antofagasta | ||||
| H (Match allé) | Unión San Felipe | - | Santiago Wanderers | 2:1 (0:1) | ||
| R (match retour) | Santiago Wanderers | - | Unión San Felipe | 2:0 (1:0) | ||
| H (Match allé): 10.11.2023 23:00 | R (match retour): 15.11.2023 23:00 | vainqueur: Santiago Wanderers | ||||
