| 1. Round | 13/01/2021 | Jicaral | - | AD San Carlos | 1:1 | ||||
| 2. Round | 18/01/2021 | AD San Carlos | - | CS Herediano | 2:1 | ||||
| 3. Round | 20/01/2021 | AD San Carlos | - | Guadalupe | 1:0 | ||||
| 4. Round | 24/01/2021 | LD Alajuelense | - | AD San Carlos | 1:1 | ||||
| 5. Round | 30/01/2021 | AD San Carlos | - | Sporting FC | 0:0 | ||||
| 6. Round | 04/02/2021 | AD San Carlos | - | CS Cartaginés | 1:1 |  |
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| 7. Round | 08/02/2021 | Santos de Guápiles | - | AD San Carlos | 3:1 | ||||
| 8. Round | 15/02/2021 | AD San Carlos | - | Municipal Grecia | 1:4 | ||||
| 13. Round | 13/03/2021 | CS Herediano | - | AD San Carlos | 0:1 | ||||
| 14. Round | 20/03/2021 | Guadalupe | - | AD San Carlos | 1:2 | ||||
| 15. Round | 31/03/2021 | AD San Carlos | - | LD Alajuelense | 0:1 | ||||
| 16. Round | 05/04/2021 | Sporting FC | - | AD San Carlos | 2:0 |
Costa Rica