[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 |
Home History
| Copa Libertadores Qualification | 2023/02/24 00:00 | Deportivo Maldonado v Fortaleza | D | 0-0 |
| Uruguay Apertura | 2023/02/18 20:00 | Cerro v Deportivo Maldonado | D | 0-0 |
| Uruguay Apertura | 2023/02/11 22:30 | Deportivo Maldonado v Racing Club de Montevideo | D | 1-1 |
| Uruguay Apertura | 2023/02/06 22:00 | Plaza Colonia v Deportivo Maldonado | W | 0-1 |
| Club Friendly List | 2023/01/22 20:30 | Barracas Central v Deportivo Maldonado | W | 1-2 |
| Club Friendly List | 2023/01/18 21:15 | Deportivo Maldonado v Independiente del Valle | W | 2-1 |
| Uruguay Clausura | 2022/10/24 19:15 | Albion FC v Deportivo Maldonado | W | 1-3 |
| Uruguay Clausura | 2022/10/15 21:30 | Deportivo Maldonado v Defensor Sporting | D | 0-0 |
Away History
| Copa Libertadores Qualification | 2023/02/23 00:00 | Boston River v Huracan | D | 0-0 |
| Uruguay Apertura | 2023/02/20 00:00 | Penarol v Boston River | L | 1-0 |
| Copa Libertadores Qualification | 2023/02/17 00:00 | Zamora v Boston River | W | 0-1 |
| Uruguay Apertura | 2023/02/12 12:45 | Boston River v Cerro | L | 0-3 |
| Copa Libertadores Qualification | 2023/02/10 00:00 | Boston River v Zamora | W | 3-1 |
| Uruguay Apertura | 2023/02/04 12:45 | Racing Club de Montevideo v Boston River | W | 0-2 |
| Club Friendly List | 2023/01/27 00:30 | Defensor Sporting v Boston River | W | 2-4 |
| Club Friendly List | 2023/01/24 21:15 | CA River Plate v Boston River | D | 0-0 |