| 2. Jornada | 25.07.2019 | La U Universitarios | - | AD San Carlos | 2:1 | ||||
| 7. Jornada | 17.08.2019 | Limón FC | - | AD San Carlos | 3:4 |  |
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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 | ||||
| 13. Jornada | 18.09.2019 | La U Universitarios | - | AD San Carlos | 1:1 | ||||
| 14. Jornada | 23.09.2019 | AD San Carlos | - | CS Cartaginés | 2:4 | ||||
| 20. Jornada | 27.10.2019 | Municipal Pérez Zeledón | - | AD San Carlos | 3:0 | ||||
| 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