| 1. Jornada | 28.07.2021 | Sporting FC | - | AD Guanacasteca | 1:1 | ||||
| 2. Jornada | 31.07.2021 | CS Cartaginés | - | AD Guanacasteca | 1:1 |  |
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| 3. Jornada | 07.08.2021 | AD Guanacasteca | - | Guadalupe | 0:1 | |
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| 4. Jornada | 11.08.2021 | AD Guanacasteca | - | Municipal Grecia | 0:2 | |
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| 5. Jornada | 15.08.2021 | Santos de Guápiles | - | AD Guanacasteca | 2:1 | ||||
| 6. Jornada | 17.08.2021 | AD Guanacasteca | - | LD Alajuelense | 1:2 | ||||
| 7. Jornada | 24.08.2021 | AD Guanacasteca | - | Municipal Pérez Zeledón | 2:1 | |
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| 8. Jornada | 30.08.2021 | AD San Carlos | - | AD Guanacasteca | 0:1 | ||||
| 10. Jornada | 12.09.2021 | AD Guanacasteca | - | Jicaral | 1:1 | |
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| 11. Jornada | 17.09.2021 | Deportivo Saprissa | - | AD Guanacasteca | 1:1 | ||||
| 12. Jornada | 20.09.2021 | AD Guanacasteca | - | Sporting FC | 1:0 | |
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| 14. Jornada | 02.10.2021 | Guadalupe | - | AD Guanacasteca | 1:1 | ||||
| 16. Jornada | 17.10.2021 | AD Guanacasteca | - | Santos de Guápiles | 1:3 | ||||
| 19. Jornada | 01.11.2021 | AD Guanacasteca | - | AD San Carlos | 0:1 | ||||
| 20. Jornada | 22.11.2021 | CS Herediano | - | AD Guanacasteca | 5:0 |
Costa Rica