| 1. Jornada | 21.07.2019 | AD San Carlos | - | Deportivo Saprissa | 1:0 | ||||
| 3. Jornada | 28.07.2019 | CS Cartaginés | - | AD San Carlos | 1:0 |  |
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| 6. Jornada | 15.08.2019 | AD San Carlos | - | Santos de Guápiles | 2:2 | ||||
| 7. Jornada | 17.08.2019 | Limón FC | - | AD San Carlos | 3:4 | ||||
| 9. Jornada | 01.09.2019 | AD San Carlos | - | Municipal Pérez Zeledón | 5:2 |  |
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| 10. Jornada | 05.09.2019 | LD Alajuelense | - | AD San Carlos | 1:0 | ||||
| 8. Jornada | 16.09.2019 | AD San Carlos | - | CS Herediano | 1:0 | |
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| 14. Jornada | 23.09.2019 | AD San Carlos | - | CS Cartaginés | 2:4 | ||||
| 16. Jornada | 07.10.2019 | AD San Carlos | - | Jicaral | 2:1 | ||||
| 18. Jornada | 16.10.2019 | AD San Carlos | - | Limón FC | 2:2 | ||||
| 19. Jornada | 20.10.2019 | CS Herediano | - | AD San Carlos | 3:1 | |
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| 21. Jornada | 03.11.2019 | AD San Carlos | - | LD Alajuelense | 3:1 | ||||
| 22. Jornada | 21.11.2019 | Guadalupe | - | AD San Carlos | 2:2 |
Costa Rica