| Costa Rica-i liga - U20 | 2023/03/17 17:00 | Guadalupe FC - U20 v Puntarenas U20 | W | 4-0 |
| Costa Rica-i liga - U20 | 2023/03/17 17:00 | Guadalupe FC - U20 v Puntarenas U20 | W | 4-0 |
| Costa Rica-i liga - U20 | 2023/03/10 19:00 | AD San Carlos U20 v Guadalupe FC - U20 | D | 2-2 |
| Costa Rica-i liga - U20 | 2023/02/03 22:00 | Guadalupe FC - U20 v AD San Carlos U20 | D | 2-2 |
| Costa Rica-i liga - U20 | 2022/10/28 19:00 | Sporting San Jose - U20 v Guadalupe FC - U20 | D | 2-2 |
| Costa Rica-i liga - U20 | 2022/10/21 15:30 | Guadalupe FC - U20 v Herediano - U20 | L | 1-3 |
| Costa Rica-i liga - U20 | 2022/10/14 16:00 | Alajuelense - U20 v Guadalupe FC - U20 | L | 3-1 |
| Costa Rica-i liga - U20 | 2022/09/23 17:00 | Guadalupe FC - U20 v Herediano - U20 | W | 1-0 |
| Costa Rica-i liga - U20 | 2022/09/16 23:54 | Alajuelense - U20 v Guadalupe FC - U20 | D | 2-2 |
| Costa Rica-i liga - U20 | 2023/03/17 17:00 | Guadalupe FC - U20 v Puntarenas U20 | L | 4-0 |
| Costa Rica-i liga - U20 | 2022/11/26 00:00 | Deportivo Saprissa - U20 v Puntarenas U20 | L | 7-2 |
| Costa Rica-i liga - U20 | 2022/11/18 17:00 | Puntarenas U20 v Deportivo Saprissa - U20 | L | 0-2 |
| Costa Rica-i liga - U20 | 2022/11/11 16:17 | AD Grecia - U20 v Puntarenas U20 | L | 2-1 |
| Costa Rica-i liga - U20 | 2022/08/28 17:30 | Deportivo Saprissa - U20 v Puntarenas U20 | L | 4-3 |