[2] Montevideo Wanderers 2-2 Deportivo Maldonado [16] 2020-08-15 20:30
Stadium: Estadio Parque Alfredo Víctor Viera Round: 5
Referee: Diego Riveiro Home Manager: Mauricio Larriera Away Manager: Francisco Palladino
Home History
| Uruguay Apertura | 2020/08/09 14:15 | Boston River v Montevideo Wanderers | W | 0-2 |
| Uruguay Apertura | 2020/03/08 23:00 | Montevideo Wanderers v Nacional De Football | D | 2-2 |
| Uruguay Apertura | 2020/02/23 20:00 | Danubio v Montevideo Wanderers | W | 0-1 |
| Uruguay Apertura | 2020/02/15 23:00 | Montevideo Wanderers v Defensor Sporting | D | 0-0 |
| World Club Friendlies | 2020/01/18 23:00 | Montevideo Wanderers v Club Atletico Progreso | L | 1-2 |
| Uruguay Clausura | 2019/12/05 20:00 | Montevideo Wanderers v Cerro | L | 0-2 |
| Uruguay Clausura | 2019/11/27 20:00 | Plaza Colonia v Montevideo Wanderers | D | 0-0 |
| Uruguay Clausura | 2019/11/21 22:00 | Montevideo Wanderers v Danubio | W | 2-1 |
Away History
| Uruguay Apertura | 2020/08/08 23:00 | Deportivo Maldonado v Cerro Largo | D | 1-1 |
| Uruguay Apertura | 2020/03/07 20:00 | Rentistas v Deportivo Maldonado | L | 4-1 |
| Uruguay Apertura | 2020/02/23 20:00 | Liverpool Montevideo v Deportivo Maldonado | D | 1-1 |
| Uruguay Apertura | 2020/02/15 20:00 | Deportivo Maldonado v Boston River | L | 1-2 |
| World Club Friendlies | 2020/02/08 21:59 | Deportivo Maldonado v Penarol | D | 0-0 |
| Uruguay Segunda | 2019/11/03 18:30 | Torque v Deportivo Maldonado | D | 1-1 |
| Uruguay Segunda | 2019/10/19 13:00 | Deportivo Maldonado v Tacuarembo | W | 3-1 |
| Uruguay Segunda | 2019/10/15 19:00 | Villa Espanola v Deportivo Maldonado | L | 4-3 |