[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 |
Home History
| Uruguay Torneo Intermedio | 2021/01/13 21:00 | Defensor Sporting v Boston River | D | 1-1 |
| Uruguay Torneo Intermedio | 2020/11/29 23:00 | Boston River v Nacional De Football | L | 0-1 |
| Uruguay Torneo Intermedio | 2020/11/22 22:30 | Penarol v Boston River | L | 2-0 |
| Uruguay Torneo Intermedio | 2020/11/11 16:30 | Danubio v Boston River | D | 0-0 |
| Uruguay Torneo Intermedio | 2020/11/08 23:15 | Boston River v CA River Plate | L | 0-3 |
| Uruguay Torneo Intermedio | 2020/10/24 19:30 | Atletico Fenix Montevideo v Boston River | L | 2-0 |
| Uruguay Torneo Intermedio | 2020/10/17 23:15 | Boston River v Deportivo Maldonado | W | 5-1 |
| Uruguay Apertura | 2020/10/11 13:15 | Liverpool Montevideo v Boston River | L | 3-2 |
Away History
| Uruguay Torneo Intermedio | 2020/12/13 23:00 | Deportivo Maldonado v Danubio | D | 1-1 |
| Uruguay Torneo Intermedio | 2020/11/28 13:00 | Atletico Fenix Montevideo v Deportivo Maldonado | D | 1-1 |
| Uruguay Torneo Intermedio | 2020/11/21 20:00 | Deportivo Maldonado v CA River Plate | W | 2-1 |
| Uruguay Torneo Intermedio | 2020/11/11 21:45 | Deportivo Maldonado v Defensor Sporting | W | 3-1 |
| Uruguay Torneo Intermedio | 2020/11/08 21:00 | Penarol v Deportivo Maldonado | L | 4-1 |
| Uruguay Torneo Intermedio | 2020/10/31 22:00 | Deportivo Maldonado v Nacional De Football | L | 1-2 |
| Uruguay Torneo Intermedio | 2020/10/17 23:15 | Boston River v Deportivo Maldonado | L | 5-1 |
| Uruguay Apertura | 2020/10/11 18:30 | Nacional De Football v Deportivo Maldonado | D | 1-1 |