| 1. Round | 29/07/2021 | CS Herediano | - | Guadalupe | 0:1 |  |
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| 2. Round | 01/08/2021 | Jicaral | - | CS Herediano | 3:2 | ||||
| 3. Round | 09/08/2021 | Deportivo Saprissa | - | CS Herediano | 2:3 | ||||
| 4. Round | 12/08/2021 | CS Herediano | - | Municipal Pérez Zeledón | 1:0 | ||||
| 5. Round | 15/08/2021 | LD Alajuelense | - | CS Herediano | 4:1 | ||||
| 6. Round | 18/08/2021 | CS Herediano | - | AD San Carlos | 2:0 | ||||
| 7. Round | 26/08/2021 | Santos de Guápiles | - | CS Herediano | 2:1 | ||||
| 12. Round | 19/09/2021 | Guadalupe | - | CS Herediano | 0:2 | ||||
| 13. Round | 26/09/2021 | CS Herediano | - | Jicaral | 1:0 | ||||
| 14. Round | 04/10/2021 | CS Herediano | - | Deportivo Saprissa | 2:1 | ||||
| 19. Round | 31/10/2021 | CS Cartaginés | - | CS Herediano | 0:1 | ||||
| 22. Round | 28/11/2021 | Sporting FC | - | CS Herediano | 0:2 | |
Costa Rica