| 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 | ||||
| 9. Round | 13/02/2020 | CS Herediano | - | CS Cartaginés | 3:0 | ||||
| 10. Round | 16/02/2020 | CS Herediano | - | AD San Carlos | 3:3 | ||||
| 11. Round | 23/02/2020 | Municipal Pérez Zeledón | - | CS Herediano | 0:1 | ||||
| 12. Round | 29/02/2020 | Municipal Grecia | - | CS Herediano | 0:0 | ||||
| 14. Round | 09/03/2020 | CS Herediano | - | LD Alajuelense | 3:3 |
Mexico