Guadalupe (Primera Division): every transfer in and out, fees paid and earned, squad market value.
| Date | Player | From | To | Fee |
|---|---|---|---|---|
| 2026-07-01 | John Jairo Ruiz | Guadalupe | Municipal Liberia | Free |
| 2026-07-01 | Jussef Nelson Delgado Lopez | Guadalupe | Suchitepéquez | Free |
| 2026-01-01 | Jussef Nelson Delgado Lopez | Pérez Zeledón | Guadalupe | Free |
| 2026-01-01 | Axel Amador | Herediano | Guadalupe | Loan |
| 2025-07-01 | John Jairo Ruiz | Herediano | Guadalupe | Free |
| 2025-07-01 | Junior Joao Maleck Robles | Morelia | Guadalupe | Free |
| 2025-07-01 | Jose Paulo Rodriguezz Santamaria | Luqueño | Guadalupe | Free |
| 2024-07-01 | Hiram Muñoz | Guadalupe | Puntarenas | Free |
| 2024-02-01 | Hiram Muñoz | Malacateco | Guadalupe | Free |
| 2024-01-03 | Player | Guadalupe | Santos de Guápiles | Free |
| 2023-07-11 | Jorkaeff Azofeifa | Guadalupe | Deportivo Saprissa | Free |
| 2023-07-04 | Néstor Monge | Guadalupe | Differdange 03 | Free |
| 2023-07-01 | Player | Guadalupe | Olmedo | Free |
| 2023-07-01 | Darril Araya | Guadalupe | Herediano | Free |
| 2023-07-01 | Aaron Murillo | Guadalupe | Herediano | Free |
| 2023-07-01 | Eduardo Juarez | Guadalupe | Herediano | Free |
| 2023-01-23 | Player | Cumbaya | Guadalupe | Free |
| 2023-01-01 | Jordy Hernández | Herediano | Guadalupe | Loan |
| 2022-07-01 | Johnny Álvarez | Alajuelense | Guadalupe | Loan |
| 2022-07-01 | Néstor Monge | Pérez Zeledón | Guadalupe | Free |