| 4. Round | 23/01/2020 | Guadalupe | - | AD San Carlos | 0:2 |  |
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| 5. Round | 26/01/2020 | Jicaral | - | AD San Carlos | 2:1 | ||||
| 8. Round | 09/02/2020 | CS Cartaginés | - | AD San Carlos | 3:2 | ||||
| 9. Round | 13/02/2020 | AD San Carlos | - | La U Universitarios | 2:2 | ||||
| 10. Round | 16/02/2020 | CS Herediano | - | AD San Carlos | 3:3 | ||||
| 11. Round | 22/02/2020 | AD San Carlos | - | Municipal Grecia | 1:0 | ||||
| 12. Round | 02/03/2020 | Deportivo Saprissa | - | AD San Carlos | 5:3 | ||||
| 13. Round | 05/03/2020 | AD San Carlos | - | Limón FC | 1:1 | ||||
| 14. Round | 07/03/2020 | Municipal Pérez Zeledón | - | AD San Carlos | 0:4 | ||||
| 15. Round | 16/03/2020 | AD San Carlos | - | Guadalupe | 2:2 | ||||
| 16. Round | 21/05/2020 | AD San Carlos | - | Jicaral | 0:1 | ||||
| 17. Round | 24/05/2020 | LD Alajuelense | - | AD San Carlos | 3:0 | ||||
| 18. Round | 28/05/2020 | AD San Carlos | - | Santos de Guápiles | 3:0 | ||||
| 19. Round | 31/05/2020 | AD San Carlos | - | CS Cartaginés | 1:3 |
Costa Rica