| 2. Round | 16/01/2020 | CS Herediano | - | Jicaral | 1:0 | ||||
| 4. Round | 22/01/2020 | Limón FC | - | CS Herediano | 0:2 | ||||
| 5. Round | 26/01/2020 | CS Herediano | - | Deportivo Saprissa | 4:1 | ||||
| 6. Round | 31/01/2020 | Guadalupe | - | CS Herediano | 0:0 |  |
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| 7. Round | 06/02/2020 | CS Herediano | - | La U Universitarios | 5:2 | ||||
| 8. Round | 09/02/2020 | Santos de Guápiles | - | CS Herediano | 1:1 | ||||
| 15. Round | 16/03/2020 | CS Herediano | - | Limón FC | 0:1 | ||||
| 18. Round | 28/05/2020 | La U Universitarios | - | CS Herediano | 1:2 | ||||
| 19. Round | 31/05/2020 | CS Herediano | - | Santos de Guápiles | 3:1 |
Costa Rica