| 1. Round | 29/07/2021 | CS Herediano | - | Guadalupe | 0:1 | ||||
| 2. Round | 01/08/2021 | Jicaral | - | CS Herediano | 3:2 | ||||
| 3. Round | 09/08/2021 | Deportivo Saprissa | - | CS Herediano | 2:3 |  |
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| 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 | |
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| 7. Round | 26/08/2021 | Santos de Guápiles | - | CS Herediano | 2:1 | |
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| 8. Round | 29/08/2021 | CS Herediano | - | CS Cartaginés | 2:0 | ||||
| 9. Round | 09/09/2021 | AD Guanacasteca | - | CS Herediano | 2:1 | |
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| 10. Round | 12/09/2021 | Municipal Grecia | - | CS Herediano | 1:2 | ||||
| 11. Round | 17/09/2021 | CS Herediano | - | Sporting FC | 3:0 | |
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| 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 | ||||
| 20. Round | 21/11/2021 | CS Herediano | - | AD Guanacasteca | 5:0 |
Costa Rica