| 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 | ||||
| 9. Jornada | 13.02.2020 | CS Herediano | - | CS Cartaginés | 3:0 | ||||
| 10. Jornada | 16.02.2020 | CS Herediano | - | AD San Carlos | 3:3 | ||||
| 11. Jornada | 23.02.2020 | Municipal Pérez Zeledón | - | CS Herediano | 0:1 | ||||
| 12. Jornada | 29.02.2020 | Municipal Grecia | - | CS Herediano | 0:0 | ||||
| 14. Jornada | 09.03.2020 | CS Herediano | - | LD Alajuelense | 3:3 |
México