[13] Deportivo Maldonado 0-2 Boston River [14] 2021-08-21 15:30
Stadium: Estadio Domingo Burgueno Miguel Round: 15
Referee: Antonio Garcia Home Manager: Francisco Ricardo Palladino Soba Away Manager: Ignacio Ithurralde
Head to Head
| 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 |
Home History
| Uruguay Apertura | 2021/08/16 20:15 | Cerrito v Deportivo Maldonado | D | 0-0 |
| Uruguay Apertura | 2021/08/10 18:00 | Deportivo Maldonado v Atlético Fénix Montevideo | D | 0-0 |
| Uruguay Apertura | 2021/08/01 23:30 | Nacional de Football v Deportivo Maldonado | L | 2-0 |
| Uruguay Apertura | 2021/07/17 18:00 | Deportivo Maldonado v Plaza Colonia | L | 0-1 |
| Uruguay Apertura | 2021/07/10 15:45 | Villa Española v Deportivo Maldonado | L | 2-0 |
| Uruguay Apertura | 2021/07/04 15:00 | Deportivo Maldonado v IA Sud América | L | 1-3 |
| Uruguay Apertura | 2021/06/28 20:15 | Torque v Deportivo Maldonado | W | 2-3 |
| Uruguay Apertura | 2021/06/24 16:00 | Deportivo Maldonado v Club Atlético Progreso | D | 1-1 |
Away History
| Uruguay Apertura | 2021/08/16 18:00 | Boston River v Atlético Fénix Montevideo | L | 0-2 |
| Uruguay Apertura | 2021/08/09 18:00 | Plaza Colonia v Boston River | D | 0-0 |
| Uruguay Apertura | 2021/07/31 18:00 | Boston River v IA Sud América | W | 2-0 |
| Uruguay Apertura | 2021/07/16 18:00 | Club Atlético Progreso v Boston River | L | 1-0 |
| Uruguay Apertura | 2021/07/11 15:15 | Boston River v Cerro Largo | W | 1-0 |
| Uruguay Apertura | 2021/07/03 17:00 | CA River Plate v Boston River | D | 1-1 |
| Uruguay Apertura | 2021/06/27 15:00 | Boston River v Liverpool Montevideo | D | 1-1 |
| Uruguay Apertura | 2021/06/22 22:30 | Cerrito v Boston River | L | 1-0 |