| 1. Jornada | 14.01.2021 | Sporting FC | - | CS Herediano | 3:2 | ||||
| 2. Jornada | 18.01.2021 | AD San Carlos | - | CS Herediano | 2:1 | ||||
| 3. Jornada | 21.01.2021 | CS Herediano | - | Municipal Grecia | 1:1 | ||||
| 4. Jornada | 24.01.2021 | Jicaral | - | CS Herediano | 2:0 | ||||
| 5. Jornada | 31.01.2021 | CS Herediano | - | LD Alajuelense | 1:1 | ||||
| 8. Jornada | 14.02.2021 | CS Herediano | - | Santos de Guápiles | 2:1 | ||||
| 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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| 15. Jornada | 31.03.2021 | CS Herediano | - | Jicaral | 2:2 | ||||
| 16. Jornada | 03.04.2021 | LD Alajuelense | - | CS Herediano | 1:1 | ||||
| 21. Jornada | 02.05.2021 | Municipal Pérez Zeledón | - | CS Herediano | 0:3 |  |
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| 22. Jornada | 13.05.2021 | CS Herediano | - | Limón FC | 2:0 |
Costa Rica