| 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 | ||||
| 8. Round | 30/08/2021 | AD San Carlos | - | AD Guanacasteca | 0:1 | ||||
| 9. Round | 09/09/2021 | AD Guanacasteca | - | CS Herediano | 2:1 | ||||
| 11. Round | 17/09/2021 | Deportivo Saprissa | - | AD Guanacasteca | 1:1 | ||||
| 18. Round | 28/10/2021 | Municipal Pérez Zeledón | - | AD Guanacasteca | 2:0 | ||||
| 20. Round | 21/11/2021 | CS Herediano | - | AD Guanacasteca | 5:0 | ||||
| 21. Round | 24/11/2021 | Jicaral | - | AD Guanacasteca | 2:2 | ||||
| 22. Round | 28/11/2021 | AD Guanacasteca | - | Deportivo Saprissa | 1:0 | |
Costa Rica