| 1. Ronde | 15.01.2023 | CS Herediano | - | Guadalupe | 1:0 |  |
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| 2. Ronde | 22.01.2023 | Guadalupe | - | Deportivo Saprissa | 0:1 | ||||
| 3. Ronde | 26.01.2023 | Sporting FC | - | Guadalupe | 2:0 | ||||
| 4. Ronde | 30.01.2023 | Guadalupe | - | CS Cartaginés | 5:1 | ||||
| 5. Ronde | 05.02.2023 | Guadalupe | - | Puntarenas FC | 0:1 | ||||
| 6. Ronde | 08.02.2023 | Municipal Grecia | - | Guadalupe | 3:4 | |
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| 7. Ronde | 13.02.2023 | Guadalupe | - | AD Guanacasteca | 1:1 | ||||
| 8. Ronde | 20.02.2023 | AD San Carlos | - | Guadalupe | 2:0 | ||||
| 9. Ronde | 23.02.2023 | Guadalupe | - | Municipal Pérez Zeledón | 1:1 | ||||
| 10. Ronde | 26.02.2023 | Guadalupe | - | Santos de Guápiles | 1:3 | ||||
| 11. Ronde | 04.03.2023 | LD Alajuelense | - | Guadalupe | 4:0 | |
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| 12. Ronde | 13.03.2023 | Guadalupe | - | CS Herediano | 0:4 | ||||
| 13. Ronde | 19.03.2023 | Deportivo Saprissa | - | Guadalupe | 2:1 | ||||
| 19. Ronde | 20.04.2023 | Guadalupe | - | AD San Carlos | 2:3 | ||||
| 20. Ronde | 23.04.2023 | Municipal Pérez Zeledón | - | Guadalupe | 3:1 |
Costa Rica