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| H (Match allé) | CS Herediano | - | AD San Carlos | 2:0 (1:0) | ||
| R (match retour) | AD San Carlos | - | CS Herediano | 4:1 (2:1) | ||
| H (Match allé): 05.05.2019 04:00 | R (match retour): 09.05.2019 04:00 | vainqueur: AD San Carlos | ||||
| H (Match allé) | Municipal Pérez Zeledón | - | Deportivo Saprissa | 1:1 (1:1) | ||
| R (match retour) | Deportivo Saprissa | - | Municipal Pérez Zeledón | 2:1 (1:1) | ||
| H (Match allé): 05.05.2019 23:00 | R (match retour): 09.05.2019 04:00 | vainqueur: Deportivo Saprissa | ||||
