1. Round | 21/07/2019 | AD San Carlos | - | Deportivo Saprissa | 1:0 | ||||
2. Round | 25/07/2019 | La U Universitarios | - | AD San Carlos | 2:1 | ||||
3. Round | 28/07/2019 | CS Cartaginés | - | AD San Carlos | 1:0 | ||||
7. Round | 17/08/2019 | Limón FC | - | AD San Carlos | 3:4 | ||||
9. Round | 01/09/2019 | AD San Carlos | - | Municipal Pérez Zeledón | 5:2 | ||||
10. Round | 05/09/2019 | LD Alajuelense | - | AD San Carlos | 1:0 | ||||
20. Round | 27/10/2019 | Municipal Pérez Zeledón | - | AD San Carlos | 3:0 |