| 2. Jornada | 15.01.2020 | Limón FC | - | AD San Carlos | 1:2 |  |
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| 3. Jornada | 20.01.2020 | AD San Carlos | - | Municipal Pérez Zeledón | 3:2 | ||||
| 4. Jornada | 23.01.2020 | Guadalupe | - | AD San Carlos | 0:2 | ||||
| 5. Jornada | 26.01.2020 | Jicaral | - | AD San Carlos | 2:1 | ||||
| 7. Jornada | 06.02.2020 | Santos de Guápiles | - | AD San Carlos | 5:2 | ||||
| 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 | |
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| 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 | |
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| 16. Jornada | 21.05.2020 | AD San Carlos | - | Jicaral | 0:1 |  |
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| 19. Jornada | 01.06.2020 | AD San Carlos | - | CS Cartaginés | 1:3 | ||||
| 20. Jornada | 03.06.2020 | La U Universitarios | - | AD San Carlos | 1:2 | ||||
| 21. Jornada | 08.06.2020 | AD San Carlos | - | CS Herediano | 1:3 | ||||
| 22. Jornada | 10.06.2020 | Municipal Grecia | - | AD San Carlos | 2:5 | |
Costa Rica