| 1. Jornada | 12.01.2020 | Municipal Grecia | - | CS Herediano | 3:3 | ||||
| 2. Jornada | 16.01.2020 | CS Herediano | - | Jicaral | 1:0 |  |
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| 3. Jornada | 19.01.2020 | LD Alajuelense | - | CS Herediano | 0:0 | ||||
| 4. Jornada | 22.01.2020 | Limón FC | - | CS Herediano | 0:2 |  |
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| 5. Jornada | 26.01.2020 | CS Herediano | - | Deportivo Saprissa | 4:1 | |
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| 6. Jornada | 31.01.2020 | Guadalupe | - | CS Herediano | 0:0 | ||||
| 7. Jornada | 06.02.2020 | CS Herediano | - | La U Universitarios | 5:2 | ||||
| 8. Jornada | 09.02.2020 | Santos de Guápiles | - | CS Herediano | 1:1 | ||||
| 9. Jornada | 13.02.2020 | CS Herediano | - | CS Cartaginés | 3:0 | ||||
| 10. Jornada | 16.02.2020 | CS Herediano | - | AD San Carlos | 3:3 | ||||
| 12. Jornada | 29.02.2020 | Municipal Grecia | - | CS Herediano | 0:0 | ||||
| 13. Jornada | 04.03.2020 | Jicaral | - | CS Herediano | 1:1 | ||||
| 14. Jornada | 09.03.2020 | CS Herediano | - | LD Alajuelense | 3:3 | |
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| 15. Jornada | 16.03.2020 | CS Herediano | - | Limón FC | 0:1 | ||||
| 16. Jornada | 21.05.2020 | Deportivo Saprissa | - | CS Herediano | 1:0 | ||||
| 17. Jornada | 25.05.2020 | CS Herediano | - | Guadalupe | 0:0 | ||||
| 22. Jornada | 10.06.2020 | CS Herediano | - | Municipal Pérez Zeledón | 1:1 |
Costa Rica