| Uruguay Reserve League | 2023/05/09 13:00 | Liverpool Montevideo Reserves v Deportivo Maldonado Reserves | L | 3-1 |
| Uruguay Reserve League | 2022/11/17 19:00 | Liverpool Montevideo Reserves v Deportivo Maldonado Reserves | L | 3-1 |
| Uruguay Reserve League | 2022/03/22 19:00 | Deportivo Maldonado Reserves v Liverpool Montevideo Reserves | L | 2-3 |
| Uruguay Reserve League | 2020/02/25 20:00 | Liverpool Montevideo Reserves v Deportivo Maldonado Reserves | W | 1-4 |
| Uruguay Reserve League | 2023/11/07 19:00 | Deportivo Maldonado Reserves v Montevideo Wanderers Reserves | D | 2-2 |
| Uruguay Reserve League | 2023/10/31 19:00 | Torque Reserves v Deportivo Maldonado Reserves | W | 0-4 |
| Uruguay Reserve League | 2023/10/23 13:30 | Nacional de Montevideo Reserves v Deportivo Maldonado Reserves | L | 3-1 |
| Uruguay Reserve League | 2023/10/16 13:00 | Deportivo Maldonado Reserves v Defensor Sporting Reserves | W | 3-1 |
| Uruguay Reserve League | 2023/10/10 14:30 | La Luz Reserves v Deportivo Maldonado Reserves | L | 1-0 |
| Uruguay Reserve League | 2023/09/05 13:00 | Deportivo Maldonado Reserves v CA Cerro Reserves | D | 0-0 |
| Uruguay Reserve League | 2023/08/29 18:10 | Racing Club de Montevideo Reserves v Deportivo Maldonado Reserves | D | 1-1 |
| Uruguay Reserve League | 2023/08/24 18:30 | Deportivo Maldonado Reserves v Plaza Colonia Reserves | D | 1-1 |
| Uruguay Reserve League | 2023/11/07 13:00 | Torque Reserves v Liverpool Montevideo Reserves | W | 0-3 |
| Uruguay Reserve League | 2023/10/31 19:00 | Liverpool Montevideo Reserves v Nacional de Montevideo Reserves | L | 1-3 |
| Uruguay Reserve League | 2023/10/16 13:00 | La Luz Reserves v Liverpool Montevideo Reserves | D | 1-1 |
| Uruguay Reserve League | 2023/10/09 13:00 | Liverpool Montevideo Reserves v Defensor Sporting Reserves | W | 2-0 |
| Uruguay Reserve League | 2023/09/04 18:00 | Atletico Fenix Reserves v Liverpool Montevideo Reserves | D | 1-1 |
| Uruguay Reserve League | 2023/08/28 18:00 | Liverpool Montevideo Reserves v Danubio Reserves | L | 1-2 |
| Uruguay Reserve League | 2023/08/21 18:00 | Liverpool Montevideo Reserves v Nacional de Montevideo Reserves | L | 0-3 |
| Uruguay Reserve League | 2023/06/05 18:00 | Danubio Reserves v Liverpool Montevideo Reserves | L | 1-0 |