1. Round | 28/07/2021 | Sporting FC | - | AD Guanacasteca | 1:1 | ||||
2. Round | 31/07/2021 | CS Cartaginés | - | AD Guanacasteca | 1:1 | ||||
3. Round | 07/08/2021 | AD Guanacasteca | - | Guadalupe | 0:1 | ||||
4. Round | 11/08/2021 | AD Guanacasteca | - | Municipal Grecia | 0:2 | ||||
5. Round | 15/08/2021 | Santos de Guápiles | - | AD Guanacasteca | 2:1 | ||||
6. Round | 17/08/2021 | AD Guanacasteca | - | LD Alajuelense | 1:2 | ||||
7. Round | 24/08/2021 | AD Guanacasteca | - | Municipal Pérez Zeledón | 2:1 | ||||
13. Round | 25/09/2021 | AD Guanacasteca | - | CS Cartaginés | 2:1 |