| 1. Round | 16/08/2020 | Jicaral | - | AD San Carlos | 0:1 | ||||
| 3. Round | 31/08/2020 | AD San Carlos | - | Limón FC | 2:2 | ||||
| 4. Round | 03/09/2020 | Sporting FC | - | AD San Carlos | 1:0 | ||||
| 5. Round | 06/09/2020 | CS Cartaginés | - | AD San Carlos | 4:0 | ||||
| 2. Round | 17/09/2020 | AD San Carlos | - | Deportivo Saprissa | 1:1 |  |
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| 7. Round | 20/09/2020 | AD San Carlos | - | CS Cartaginés | 1:0 |  |
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| 10. Round | 11/10/2020 | AD San Carlos | - | Jicaral | 0:0 | ||||
| 8. Round | 14/10/2020 | Limón FC | - | AD San Carlos | 0:2 | |
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| 9. Round | 18/10/2020 | Deportivo Saprissa | - | AD San Carlos | 0:0 | |
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| 11. Round | 28/10/2020 | CS Herediano | - | AD San Carlos | 1:1 |  |
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| 12. Round | 03/11/2020 | AD San Carlos | - | Santos de Guápiles | 2:0 | ||||
| 13. Round | 07/11/2020 | Municipal Grecia | - | AD San Carlos | 1:0 |
Jamaica