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| Date | Match | Score |
|---|---|---|
| 25.01.2026 | Puntarenas FC - Guadalupe FC | 0 : 0 |
| 06.12.2025 | Puntarenas FC - Guadalupe FC | 4 : 0 |
| 09.08.2025 | Guadalupe FC - Puntarenas FC | 3 : 2 |
| 11.10.2024 | Puntarenas FC - Guadalupe FC | 1 : 0 |
| 04.04.2023 | Puntarenas FC - Guadalupe FC | 1 : 2 |
| 05.02.2023 | Guadalupe FC - Puntarenas FC | 0 : 1 |
| 26.11.2022 | Puntarenas FC - Guadalupe FC | 1 : 1 |
| 18.11.2022 | Guadalupe FC - Puntarenas FC | 1 : 1 |
| 29.09.2022 | Puntarenas FC - Guadalupe FC | 0 : 2 |
| 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 | Puntarenas FC - CS Cartagines | 1 - 3 | L |
| 30.08.2026 | San Carlos - Puntarenas FC | 1 - 2 | W |
| 22.08.2026 | Puntarenas FC - Perez Zeledon | 1 - 0 | W |
| 15.08.2026 | LD Alajuelense - Puntarenas FC | 2 - 1 | L |
| 09.08.2026 | Puntarenas FC - Deportivo Saprissa | 0 - 2 | L |