| 3. Round | 22/01/2021 | Municipal Pérez Zeledón | - | CS Cartaginés | 2:1 | ||||
| 4. Round | 24/01/2021 | CS Cartaginés | - | Limón FC | 1:1 | ||||
| 5. Round | 31/01/2021 | Deportivo Saprissa | - | CS Cartaginés | 4:1 |  |
|||
| 18. Round | 18/04/2021 | CS Herediano | - | CS Cartaginés | 1:2 | ||||
| 19. Round | 21/04/2021 | CS Cartaginés | - | Sporting FC | 0:1 | ||||
| 20. Round | 25/04/2021 | LD Alajuelense | - | CS Cartaginés | 4:1 |  |
Costa Rica