| 2. Jornada | 16.01.2020 | CS Herediano | - | Jicaral | 1:0 | ||||
| 4. Jornada | 22.01.2020 | Limón FC | - | CS Herediano | 0:2 | ||||
| 5. Jornada | 26.01.2020 | CS Herediano | - | Deportivo Saprissa | 4:1 | ||||
| 6. Jornada | 31.01.2020 | Guadalupe | - | CS Herediano | 0:0 |  |
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| 7. Jornada | 06.02.2020 | CS Herediano | - | La U Universitarios | 5:2 | ||||
| 8. Jornada | 09.02.2020 | Santos de Guápiles | - | CS Herediano | 1:1 | ||||
| 15. Jornada | 16.03.2020 | CS Herediano | - | Limón FC | 0:1 | ||||
| 18. Jornada | 28.05.2020 | La U Universitarios | - | CS Herediano | 1:2 | ||||
| 19. Jornada | 31.05.2020 | CS Herediano | - | Santos de Guápiles | 3:1 |
Costa Rica