[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 Palladino 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 |