| 2. Ronde | 25.07.2019 | La U Universitarios | - | AD San Carlos | 2:1 | ||||
| 3. Ronde | 28.07.2019 | CS Cartaginés | - | AD San Carlos | 1:0 | ||||
| 4. Ronde | 05.08.2019 | AD San Carlos | - | Municipal Grecia | 4:2 |  |
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| 5. Ronde | 11.08.2019 | Jicaral | - | AD San Carlos | 1:1 | ||||
| 6. Ronde | 15.08.2019 | AD San Carlos | - | Santos de Guápiles | 2:2 | ||||
| 11. Ronde | 08.09.2019 | AD San Carlos | - | Guadalupe | 3:1 | ||||
| 12. Ronde | 12.09.2019 | Deportivo Saprissa | - | AD San Carlos | 3:1 | ||||
| 8. Ronde | 16.09.2019 | AD San Carlos | - | CS Herediano | 1:0 | ||||
| 13. Ronde | 18.09.2019 | La U Universitarios | - | AD San Carlos | 1:1 | ||||
| 14. Ronde | 23.09.2019 | AD San Carlos | - | CS Cartaginés | 2:4 | ||||
| 15. Ronde | 29.09.2019 | Municipal Grecia | - | AD San Carlos | 1:1 | ||||
| 16. Ronde | 07.10.2019 | AD San Carlos | - | Jicaral | 2:1 | ||||
| 17. Ronde | 12.10.2019 | Santos de Guápiles | - | AD San Carlos | 1:3 |  |
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| 18. Ronde | 16.10.2019 | AD San Carlos | - | Limón FC | 2:2 | ||||
| 19. Ronde | 20.10.2019 | CS Herediano | - | AD San Carlos | 3:1 | ||||
| 21. Ronde | 03.11.2019 | AD San Carlos | - | LD Alajuelense | 3:1 | |
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| 22. Ronde | 21.11.2019 | Guadalupe | - | AD San Carlos | 2:2 | |
Costa Rica