| Primera | 08/09/19 | AD San Carlos | - | Guadalupe | 3:1 | ||||
| Primera | 21/11/19 | Guadalupe | - | AD San Carlos | 2:2 |  |
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| Primera | 23/01/20 | Guadalupe | - | AD San Carlos | 0:2 | ||||
| Primera | 13/09/21 | AD San Carlos | - | Deportivo Saprissa | 1:0 | ||||
| Primera | 24/11/21 | Deportivo Saprissa | - | AD San Carlos | 3:0 | ||||
| Primera | 16/01/22 | Deportivo Saprissa | - | AD San Carlos | 1:2 | ||||
| Primera | 10/04/22 | AD San Carlos | - | Deportivo Saprissa | 4:1 | ||||
| Primera | 31/07/22 | AD San Carlos | - | CS Cartaginés | 1:1 | ||||
| Primera | 04/09/22 | CS Cartaginés | - | AD San Carlos | 3:2 | ||||
| Primera | 05/02/23 | CS Cartaginés | - | AD San Carlos | 0:0 | ||||
| Primera | 03/04/23 | AD San Carlos | - | CS Cartaginés | 2:4 | |
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| Primera | 12/08/23 | AD San Carlos | - | CS Cartaginés | 1:1 | ||||
| Primera | 22/02/24 | AD San Carlos | - | CS Cartaginés | 2:0 |  |
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| Primera | 14/04/24 | CS Cartaginés | - | AD San Carlos | 3:1 | ||||
| Primera | 17/04/25 | AD San Carlos | - | CS Cartaginés | 1:2 |
Costa Rica