| 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 | ||||
| 6. Jornada | 30.01.2020 | AD San Carlos | - | LD Alajuelense | 1:1 | ||||
| 9. Jornada | 13.02.2020 | AD San Carlos | - | La U Universitarios | 2:2 |  |
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| 10. Jornada | 16.02.2020 | CS Herediano | - | AD San Carlos | 3:3 | ||||
| 11. Jornada | 23.02.2020 | AD San Carlos | - | Municipal Grecia | 1:0 | ||||
| 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 |
Costa Rica