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| H | CS Herediano | - | Deportivo Saprissa | 1:1 (0:1) | ||
| R | Deportivo Saprissa | - | CS Herediano | 4:5 (1:0, 1:1, 1:1) i.E. | ||
| H: 24.11.2019 03:00 | R: 01.12.2019 23:00 | Sieger: CS Herediano | ||||
| H | AD San Carlos | - | LD Alajuelense | 0:0 (0:0) | ||
| R | LD Alajuelense | - | AD San Carlos | 3:0 (2:0) | ||
| H: 25.11.2019 01:00 | R: 01.12.2019 01:00 | Sieger: LD Alajuelense | ||||
