[15] Deportivo Maldonado 1-3 Montevideo Wanderers [6] 2021-06-04 00:30
Stadium: Estadio Domingo Burgueno Miguel Round: 2
Referee: Daniel Fedorczuk Home Manager: Francisco Palladino Away Manager: Daniel Carreno
Head to Head
| Uruguay Apertura | 2021/05/23 20:15 | Montevideo Wanderers v Deportivo Maldonado | D | 0-0 |
| Uruguay Clausura | 2021/02/06 22:15 | Deportivo Maldonado v Montevideo Wanderers | D | 1-1 |
| Uruguay Apertura | 2020/08/15 20:30 | Montevideo Wanderers v Deportivo Maldonado | D | 2-2 |
Home History
| Uruguay Apertura | 2021/05/30 18:00 | Deportivo Maldonado v CA River Plate | D | 0-0 |
| Uruguay Apertura | 2021/05/23 20:15 | Montevideo Wanderers v Deportivo Maldonado | D | 0-0 |
| Uruguay Apertura | 2021/05/16 20:15 | Deportivo Maldonado v Liverpool Montevideo | L | 2-4 |
| Uruguay Clausura | 2021/03/28 23:00 | Deportivo Maldonado v Nacional De Football | L | 1-2 |
| Uruguay Clausura | 2021/03/23 19:00 | Danubio v Deportivo Maldonado | D | 2-2 |
| Uruguay Clausura | 2021/03/18 22:00 | Deportivo Maldonado v Defensor Sporting | W | 2-1 |
| Uruguay Clausura | 2021/03/13 21:45 | Cerro v Deportivo Maldonado | W | 2-3 |
| Uruguay Clausura | 2021/03/08 21:45 | Deportivo Maldonado v Atletico Fenix Montevideo | L | 0-2 |
Away History
| Uruguay Apertura | 2021/05/31 18:00 | Rentistas v Montevideo Wanderers | W | 0-1 |
| Uruguay Apertura | 2021/05/23 20:15 | Montevideo Wanderers v Deportivo Maldonado | D | 0-0 |
| Uruguay Apertura | 2021/05/15 20:15 | Montevideo Wanderers v Boston River | W | 1-0 |
| Uruguay Supercopa | 2021/05/02 21:00 | Nacional De Football v Montevideo Wanderers | L | 2-0 |
| Uruguay Clausura | 2021/03/29 13:00 | Montevideo Wanderers v Cerro | D | 1-1 |
| Uruguay Clausura | 2021/03/25 13:00 | Atletico Fenix Montevideo v Montevideo Wanderers | D | 3-3 |
| Uruguay Clausura | 2021/03/21 21:15 | Montevideo Wanderers v Club Atletico Progreso | L | 1-3 |
| Copa Libertadores Qualification | 2021/03/16 22:15 | Bolivar v Montevideo Wanderers | L | 5-0 |