| 1. Jornada | 28.07.2021 | Sporting FC | - | AD Guanacasteca | 1:1 |  |
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| 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 | ||||
| 4. Jornada | 11.08.2021 | AD Guanacasteca | - | Municipal Grecia | 0:2 | ||||
| 5. Jornada | 15.08.2021 | Santos de Guápiles | - | AD Guanacasteca | 2:1 | |
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| 6. Jornada | 17.08.2021 | AD Guanacasteca | - | LD Alajuelense | 1:2 | |
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| 7. Jornada | 24.08.2021 | AD Guanacasteca | - | Municipal Pérez Zeledón | 2:1 | ||||
| 13. Jornada | 25.09.2021 | AD Guanacasteca | - | CS Cartaginés | 2:1 |
Costa Rica