| Uruguay U19 League | 2019/03/02 14:00 | Boston River U19 v Deportivo Maldonado U19 | D | 1-1 |
| Uruguay U19 League | 2023/02/28 11:30 | Boston River U19 v Rentistas U19 | L | 0-1 |
| Uruguay U19 League | 2023/02/17 12:00 | Boston River U19 v CA Bella Vista U19 | D | 2-2 |
| Uruguay U19 League | 2022/10/18 12:00 | Liverpool Montevideo U19 v Boston River U19 | W | 3-4 |
| Uruguay U19 League | 2022/10/01 12:00 | Defensor Sporting U19 v Boston River U19 | L | 7-1 |
| Uruguay U19 League | 2021/12/03 12:00 | Boston River U19 v Racing Club de Montevideo U19 | W | 2-1 |
| Uruguay U19 League | 2021/11/05 12:00 | Boston River U19 v Atletico Fenix Montevideo U19 | L | 0-2 |
| Uruguay U19 League | 2021/10/29 12:00 | Boston River U19 v CA River Plate U19 | W | 1-0 |
| Uruguay U19 League | 2021/10/15 12:00 | Boston River U19 v Juventud U19 | W | 4-1 |
| Uruguay U19 League | 2021/12/01 12:00 | Progreso U19 v Deportivo Maldonado U19 | L | 1-0 |
| Uruguay U19 League | 2021/11/19 13:30 | Deportivo Maldonado U19 v Cerro U19 | L | 0-4 |
| Uruguay U19 League | 2021/11/02 14:00 | Deportivo Maldonado U19 v Racing Club de Montevideo U19 | L | 1-2 |
| Uruguay U19 League | 2021/10/30 14:00 | CA Bella Vista U19 v Deportivo Maldonado U19 | W | 0-1 |
| Uruguay U19 League | 2021/10/16 13:39 | Defensor Sporting U19 v Deportivo Maldonado U19 | L | 6-0 |
| Uruguay U19 League | 2021/09/21 13:30 | CA River Plate U19 v Deportivo Maldonado U19 | L | 2-1 |
| Uruguay U19 League | 2021/08/28 13:30 | Juventud U19 v Deportivo Maldonado U19 | D | 1-1 |
| Uruguay U19 League | 2021/07/30 15:00 | Deportivo Maldonado U19 v Rentistas U19 | L | 0-1 |