| Primera | 08/09/19 | AD San Carlos | - | Guadalupe | 3:1 | ||||
| Primera | 21/11/19 | Guadalupe | - | AD San Carlos | 2:2 | ||||
| Primera | 23/01/20 | Guadalupe | - | AD San Carlos | 0:2 | ||||
| Primera | 16/03/20 | AD San Carlos | - | Guadalupe | 2:2 | ||||
| Primera | 06/12/20 | Guadalupe | - | AD San Carlos | 3:0 | ||||
| Primera | 11/08/21 | CS Cartaginés | - | AD San Carlos | 5:1 | ||||
| Primera | 13/10/21 | AD San Carlos | - | CS Cartaginés | 0:1 | ||||
| Primera | 02/03/22 | CS Cartaginés | - | AD San Carlos | 1:1 |  |
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| Primera | 31/07/22 | AD San Carlos | - | CS Cartaginés | 1:1 | ||||
| Primera | 04/09/22 | CS Cartaginés | - | AD San Carlos | 3:2 | ||||
| Primera | 12/08/23 | AD San Carlos | - | CS Cartaginés | 1:1 | |
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| Primera | 19/10/23 | CS Cartaginés | - | AD San Carlos | 4:3 |
Costa Rica