Lịch sử đối đầu Guadalupe FC vs Santa Ana |
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| 06.08.2023 | Santa Ana | 3-1 | Guadalupe FC |  | |
Phong độ của Guadalupe FC |
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| 10.09.2023 | Escorpiones Belen | 0-2 | Guadalupe FC | | ||
| 08.09.2023 | Municipal Turrialba(N) | 1-1 | Guadalupe FC | | ||
| 03.09.2023 | Guadalupe FC | 3-2 | CS Uruguay De Coronado | | ||
| 28.08.2023 | FC Aserri | 1-0 | Guadalupe FC | | ||
| 24.08.2023 | Guadalupe FC | 1-1 | Limon FC | | ||
| 19.08.2023 | Futbol Consultants Moravia | 0-1 | Guadalupe FC | | ||
| 13.08.2023 | Guadalupe FC | 1-1 | AD Cariari Pococi | | ||
| 06.08.2023 | Santa Ana | 3-1 | Guadalupe FC | | ||
| 30.07.2023 | Guadalupe FC | 0-3 | Escorpiones Belen | | ||
| 14.07.2023 | Guadalupe FC | 2-2 | Deportivo Saprissa | | ||
Phong độ của Santa Ana |
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| 11.09.2023 | Santa Ana | 2-0 | Limon FC | | ||
| 07.09.2023 | Santa Ana | 1-1 | Escorpiones Belen | | ||
| 02.09.2023 | Futbol Consultants Moravia | 1-1 | Santa Ana | | ||
| 28.08.2023 | Municipal Turrialba | 1-1 | Santa Ana | | ||
| 24.08.2023 | Santa Ana | 1-2 | AD Cariari Pococi | | ||
| 21.08.2023 | CS Uruguay De Coronado | 2-2 | Santa Ana | | ||
| 18.08.2023 | Santa Ana | 1-1 | AD Grecia | | ||
| 10.08.2023 | FC Aserri | 0-1 | Santa Ana | | ||
| 06.08.2023 | Santa Ana | 3-1 | Guadalupe FC | | ||
| 31.07.2023 | Limon FC | 1-2 | Santa Ana | | ||