| Uruguay Cup | 2023/10/18 23:30 | Libertad de San Carlos v Uruguay Montevideo | L | 0-2 |
| Uruguay Cup | 2023/09/19 23:00 | CSyD Cooper v Libertad de San Carlos | W | 2-4 |
| Uruguay Cup | 2023/09/06 22:00 | CA Ituzaingo de Maldonado v Libertad de San Carlos | D | 1-1 |
| Uruguay Amateur Cup | 2023/07/23 19:00 | Universitario de Salto v Libertad de San Carlos | W | 1-2 |
| Uruguay Amateur Cup | 2023/07/16 18:15 | Libertad de San Carlos v Universitario de Salto | L | 1-3 |
| Uruguay Amateur Cup | 2023/07/09 18:30 | Bella Vista Paysandu v Libertad de San Carlos | W | 0-1 |
| Uruguay Amateur Cup | 2023/07/02 18:30 | Libertad de San Carlos v Bella Vista Paysandu | D | 1-1 |
| Uruguay Amateur Cup | 2023/06/25 18:15 | Libertad de San Carlos v CA Barrio Olimpico | W | 4-1 |