[8] Boston River 5-0 Deportivo Maldonado [6] 2021-01-18 22:15
Stadium: Estadio Centenario Round: 1
Referee: Daniel Fedorczuk Home Manager: Juan Ramon Tejera Perez Away Manager: Francisco Palladino
Head to Head
| Uruguay Torneo Intermedio | 2020/10/17 23:15 | Boston River v Deportivo Maldonado | W | 5-1 |
| Uruguay Apertura | 2020/02/15 20:00 | Deportivo Maldonado v Boston River | W | 1-2 |
| Uruguay Segunda | 2016/05/13 19:00 | Boston River v Deportivo Maldonado | W | 2-0 |
| Uruguay Segunda | 2015/03/14 19:00 | Boston River v Deportivo Maldonado | W | 3-0 |
| Uruguay Segunda | 2014/09/20 19:00 | Deportivo Maldonado v Boston River | L | 1-0 |