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| 1st(1st leg) | CS Herediano | - | AD San Carlos | 2:0 (1:0) | ||
| 2nd (2nd leg) | AD San Carlos | - | CS Herediano | 4:1 (2:1) | ||
| 1st(1st leg): 05/05/2019 03:00 | 2nd (2nd leg): 09/05/2019 03:00 | Winner: AD San Carlos | ||||
| 1st(1st leg) | Municipal Pérez Zeledón | - | Deportivo Saprissa | 1:1 (1:1) | ||
| 2nd (2nd leg) | Deportivo Saprissa | - | Municipal Pérez Zeledón | 2:1 (1:1) | ||
| 1st(1st leg): 05/05/2019 22:00 | 2nd (2nd leg): 09/05/2019 03:00 | Winner: Deportivo Saprissa | ||||
