| 4. Jornada | 23.01.2020 | Guadalupe | - | AD San Carlos | 0:2 |  |
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| 5. Jornada | 26.01.2020 | Jicaral | - | AD San Carlos | 2:1 | ||||
| 8. Jornada | 09.02.2020 | CS Cartaginés | - | AD San Carlos | 3:2 | ||||
| 9. Jornada | 13.02.2020 | AD San Carlos | - | La U Universitarios | 2:2 | ||||
| 10. Jornada | 16.02.2020 | CS Herediano | - | AD San Carlos | 3:3 | ||||
| 11. Jornada | 23.02.2020 | AD San Carlos | - | Municipal Grecia | 1:0 | ||||
| 12. Jornada | 02.03.2020 | Deportivo Saprissa | - | AD San Carlos | 5:3 | ||||
| 13. Jornada | 05.03.2020 | AD San Carlos | - | Limón FC | 1:1 | ||||
| 14. Jornada | 07.03.2020 | Municipal Pérez Zeledón | - | AD San Carlos | 0:4 | ||||
| 15. Jornada | 16.03.2020 | AD San Carlos | - | Guadalupe | 2:2 | ||||
| 16. Jornada | 21.05.2020 | AD San Carlos | - | Jicaral | 0:1 | ||||
| 17. Jornada | 24.05.2020 | LD Alajuelense | - | AD San Carlos | 3:0 | ||||
| 18. Jornada | 28.05.2020 | AD San Carlos | - | Santos de Guápiles | 3:0 | ||||
| 19. Jornada | 01.06.2020 | AD San Carlos | - | CS Cartaginés | 1:3 |
Costa Rica