| 4. Jornada | 24.01.2021 | Jicaral | - | CS Herediano | 2:0 | ||||
| 5. Jornada | 31.01.2021 | CS Herediano | - | LD Alajuelense | 1:1 | ||||
| 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 | ||||
| 8. Jornada | 14.02.2021 | CS Herediano | - | Santos de Guápiles | 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 | |
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| 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 | ||||
| 19. Jornada | 23.04.2021 | Santos de Guápiles | - | CS Herediano | 2:2 | |
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| 20. Jornada | 26.04.2021 | CS Herediano | - | Deportivo Saprissa | 2:2 | |
Costa Rica