[6] Deportivo Maldonado 3-2 Boston River [13] 2023-02-26 20:00
Stadium: Estadio Domingo Burgueno Miguel Round: 4
Referee: Santiago Motta Home Manager: Fabian Coito Machado Away Manager: Daniel Alejandro Farias Acosta
Head to Head
| Uruguay Clausura | 2022/09/23 22:00 | Deportivo Maldonado v Boston River | W | 2-1 |
| Uruguay Apertura | 2022/04/24 21:30 | Boston River v Deportivo Maldonado | L | 2-0 |
| Uruguay Clausura | 2021/12/04 20:00 | Boston River v Deportivo Maldonado | L | 2-1 |
| Uruguay Apertura | 2021/08/21 15:30 | Deportivo Maldonado v Boston River | L | 0-2 |
| Uruguay Clausura | 2021/01/18 22:15 | Boston River v Deportivo Maldonado | L | 5-0 |
| Uruguay Torneo Intermedio | 2020/10/17 23:15 | Boston River v Deportivo Maldonado | L | 5-1 |
| Uruguay Apertura | 2020/02/15 20:00 | Deportivo Maldonado v Boston River | L | 1-2 |
| Uruguay Segunda | 2016/05/13 19:00 | Boston River v Deportivo Maldonado | L | 2-0 |
| Uruguay Segunda | 2015/03/14 19:00 | Boston River v Deportivo Maldonado | L | 3-0 |
| Uruguay Segunda | 2014/09/20 19:00 | Deportivo Maldonado v Boston River | W | 1-0 |