| 5. Jornada | 05.09.2020 | Guadalupe | - | CS Herediano | 2:3 | ||||
| 6. Jornada | 13.09.2020 | Municipal Pérez Zeledón | - | CS Herediano | 1:0 | ||||
| 7. Jornada | 20.09.2020 | CS Herediano | - | Guadalupe | 3:1 |  |
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| 8. Jornada | 27.09.2020 | LD Alajuelense | - | CS Herediano | 2:0 | ||||
| 9. Jornada | 04.10.2020 | CS Herediano | - | Santos de Guápiles | 0:0 | ||||
| 12. Jornada | 31.10.2020 | CS Herediano | - | Sporting FC | 4:2 | ||||
| 15. Jornada | 17.11.2020 | CS Cartaginés | - | CS Herediano | 0:1 | ||||
| 13. Jornada | 02.12.2020 | Limón FC | - | CS Herediano | 1:4 |
Costa Rica