| 3. Jornada | 28.07.2019 | CS Cartaginés | - | AD San Carlos | 1:0 | ||||
| 9. Jornada | 01.09.2019 | AD San Carlos | - | Municipal Pérez Zeledón | 5:2 | ||||
| 13. Jornada | 18.09.2019 | La U Universitarios | - | AD San Carlos | 1:1 | ||||
| 15. Jornada | 29.09.2019 | Municipal Grecia | - | AD San Carlos | 1:1 | ||||
| 17. Jornada | 12.10.2019 | Santos de Guápiles | - | AD San Carlos | 1:3 |  |
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| 18. Jornada | 16.10.2019 | AD San Carlos | - | Limón FC | 2:2 | |
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| 19. Jornada | 20.10.2019 | CS Herediano | - | AD San Carlos | 3:1 | ||||
| 20. Jornada | 27.10.2019 | Municipal Pérez Zeledón | - | AD San Carlos | 3:0 | |
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| 21. Jornada | 03.11.2019 | AD San Carlos | - | LD Alajuelense | 3:1 |
Costa Rica