| 2. Jornada | 18.01.2021 | AD San Carlos | - | CS Herediano | 2:1 | ||||
| 6. Jornada | 04.02.2021 | CS Herediano | - | Guadalupe | 2:2 |  |
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| 7. Jornada | 07.02.2021 | CS Cartaginés | - | CS Herediano | 1:2 | |
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| 8. Jornada | 14.02.2021 | CS Herediano | - | Santos de Guápiles | 2:1 | |
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| 9. Jornada | 22.02.2021 | Deportivo Saprissa | - | CS Herediano | 1:0 | ||||
| 10. Jornada | 28.02.2021 | CS Herediano | - | Municipal Pérez Zeledón | 1:1 |  |
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| 11. Jornada | 03.03.2021 | Limón FC | - | CS Herediano | 0:2 | ||||
| 12. Jornada | 07.03.2021 | CS Herediano | - | Sporting FC | 2:1 | |
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| 13. Jornada | 13.03.2021 | CS Herediano | - | AD San Carlos | 0:1 | ||||
| 14. Jornada | 20.03.2021 | Municipal Grecia | - | CS Herediano | 1:4 | ||||
| 15. Jornada | 31.03.2021 | CS Herediano | - | Jicaral | 2:2 | ||||
| 16. Jornada | 03.04.2021 | LD Alajuelense | - | CS Herediano | 1:1 | ||||
| 17. Jornada | 11.04.2021 | Guadalupe | - | CS Herediano | 2:2 | |
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| 18. Jornada | 18.04.2021 | CS Herediano | - | CS Cartaginés | 1:2 | ||||
| 19. Jornada | 23.04.2021 | Santos de Guápiles | - | CS Herediano | 2:2 | |
Costa Rica