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| Date | Match | Score |
|---|---|---|
| 21.01.2026 | CS Herediano - Guadalupe FC | 4 : 0 |
| 28.09.2025 | CS Herediano - Guadalupe FC | 0 : 2 |
| 25.07.2025 | Guadalupe FC - CS Herediano | 0 : 0 |
| 04.09.2024 | Guadalupe FC - CS Herediano | 2 : 0 |
| 13.03.2023 | Guadalupe FC - CS Herediano | 0 : 4 |
| 15.01.2023 | CS Herediano - Guadalupe FC | 1 : 0 |
| 03.09.2022 | Guadalupe FC - CS Herediano | 0 : 5 |
| 24.07.2022 | CS Herediano - Guadalupe FC | 1 : 0 |
| 12.05.2022 | CS Herediano - Guadalupe FC | 0 : 0 |
| 05.03.2022 | Guadalupe FC - CS Herediano | 1 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 06.09.2026 | Guadalupe FC - CS Uruguay | 0 - 1 | L |
| 29.08.2026 | Cariari Pococi - Guadalupe FC | 3 - 3 | D |
| 25.08.2026 | Guadalupe FC - AD Carmelita | 0 - 1 | L |
| 15.08.2026 | Guadalupe FC - Aserri FC | 0 - 2 | L |
| 11.08.2026 | Pitbulls Santa Barbara FC - Guadalupe FC | 2 - 2 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 06.09.2026 | CS Herediano - Perez Zeledon | 2 - 3 | L |
| 30.08.2026 | CS Cartagines - CS Herediano | 1 - 0 | L |
| 27.08.2026 | CS Herediano - Antigua GFC | 2 - 1 | W |
| 23.08.2026 | CS Herediano - Sporting San Jose | 0 - 3 | L |
| 19.08.2026 | Real Estelí - CS Herediano | 0 - 2 | W |