| 1. Round | 13/01/2024 | AD Guanacasteca | - | Municipal Grecia | 1:0 |  |
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| 2. Round | 17/01/2024 | CS Cartaginés | - | AD Guanacasteca | 1:2 | ||||
| 3. Round | 20/01/2024 | AD Guanacasteca | - | Santos de Guápiles | 2:2 |  |
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| 4. Round | 24/01/2024 | AD Guanacasteca | - | Sporting FC | 4:2 | |
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| 5. Round | 28/01/2024 | Puntarenas FC | - | AD Guanacasteca | 3:2 | ||||
| 7. Round | 11/02/2024 | AD San Carlos | - | AD Guanacasteca | 1:1 | ||||
| 8. Round | 19/02/2024 | CS Herediano | - | AD Guanacasteca | 2:1 | ||||
| 6. Round | 21/02/2024 | AD Guanacasteca | - | Municipal Liberia | 1:1 |  |
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| 10. Round | 03/03/2024 | Municipal Pérez Zeledón | - | AD Guanacasteca | 0:0 | |
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| 17. Round | 13/04/2024 | Municipal Liberia | - | AD Guanacasteca | 1:0 | ||||
| 18. Round | 17/04/2024 | AD Guanacasteca | - | AD San Carlos | 0:1 |  |
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| 20. Round | 28/04/2024 | Deportivo Saprissa | - | AD Guanacasteca | 4:1 | |
Costa Rica