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| Date | Match | Score |
|---|---|---|
| 01.03.2026 | Guadalupe FC - Deportivo Saprissa | 0 : 2 |
| 02.11.2025 | Guadalupe FC - Deportivo Saprissa | 1 : 3 |
| 14.09.2025 | Deportivo Saprissa - Guadalupe FC | 3 : 1 |
| 19.03.2023 | Deportivo Saprissa - Guadalupe FC | 2 : 1 |
| 22.01.2023 | Guadalupe FC - Deportivo Saprissa | 0 : 1 |
| 03.10.2022 | Guadalupe FC - Deportivo Saprissa | 1 : 2 |
| 05.05.2022 | Guadalupe FC - Deportivo Saprissa | 1 : 2 |
| 27.02.2022 | Deportivo Saprissa - Guadalupe FC | 2 : 1 |
| 15.10.2021 | Deportivo Saprissa - Guadalupe FC | 4 : 0 |
| 11.08.2021 | Guadalupe FC - Deportivo Saprissa | 1 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 10.09.2026 | Deportivo Saprissa - CS Cartagines | 2 - 2 | D |
| 06.09.2026 | LD Alajuelense - Deportivo Saprissa | 0 - 2 | W |
| 31.08.2026 | Deportivo Saprissa - Escorpiones Belén | 2 - 1 | W |
| 28.08.2026 | CD Olimpia - Deportivo Saprissa | 2 - 1 | L |
| 23.08.2026 | Inter San Carlos - Deportivo Saprissa | 1 - 0 | L |
| 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 |