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