| Uruguay Reserve League | 2023/02/27 13:00 | Deportivo Maldonado Reserves v Boston River Reserves | W | 1-0 |
| Uruguay Reserve League | 2022/11/08 13:00 | Deportivo Maldonado Reserves v Boston River Reserves | L | 1-2 |
| Uruguay Reserve League | 2022/05/09 18:00 | Boston River Reserves v Deportivo Maldonado Reserves | D | 0-0 |
| Uruguay Reserve League | 2021/11/15 19:00 | Boston River Reserves v Deportivo Maldonado Reserves | W | 0-2 |
| Uruguay Reserve League | 2020/02/17 18:30 | Deportivo Maldonado Reserves v Boston River Reserves | D | 0-0 |
| Uruguay Reserve League | 2023/11/13 19:00 | Deportivo Maldonado Reserves v Liverpool Montevideo Reserves | D | 2-2 |
| 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 | 2023/11/27 19:00 | Penarol Reserves v Boston River Reserves | L | 1-0 |
| Uruguay Reserve League | 2023/11/13 13:00 | Boston River Reserves v Atletico Fenix Reserves | W | 2-0 |
| Uruguay Reserve League | 2023/11/06 19:00 | Boston River Reserves v Racing Club de Montevideo Reserves | D | 1-1 |
| Uruguay Reserve League | 2023/10/30 19:00 | Atletico River Plate Reserves v Boston River Reserves | W | 0-1 |
| Uruguay Reserve League | 2023/10/23 13:00 | Plaza Colonia Reserves v Boston River Reserves | D | 0-0 |
| Uruguay Reserve League | 2023/10/16 13:00 | Danubio Reserves v Boston River Reserves | W | 0-1 |
| Uruguay Reserve League | 2023/10/09 18:30 | Boston River Reserves v Cerro Largo Reserves | W | 4-0 |
| Uruguay Reserve League | 2023/09/04 14:00 | Boston River Reserves v Penarol Reserves | W | 2-1 |