| 7. Round | 20/09/2020 | CS Herediano | - | Guadalupe | 3:1 | ||||
| 8. Round | 27/09/2020 | LD Alajuelense | - | CS Herediano | 2:0 |  |
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| 9. Round | 04/10/2020 | CS Herediano | - | Santos de Guápiles | 0:0 | ||||
| 10. Round | 24/10/2020 | Municipal Grecia | - | CS Herediano | 2:2 | ||||
| 11. Round | 28/10/2020 | CS Herediano | - | AD San Carlos | 1:1 | ||||
| 12. Round | 31/10/2020 | CS Herediano | - | Sporting FC | 4:2 | ||||
| 15. Round | 17/11/2020 | CS Cartaginés | - | CS Herediano | 0:1 | |
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| 14. Round | 22/11/2020 | CS Herediano | - | Deportivo Saprissa | 2:3 |
Costa Rica