[15] Deportivo Maldonado 1-3 Montevideo Wanderers [6] 2021-09-20 18:30
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 Clausura | 2021/09/13 16:15 | Liverpool Montevideo v Deportivo Maldonado | L | 1-0 |
| Uruguay Apertura | 2021/08/21 15:30 | Deportivo Maldonado v Boston River | L | 0-2 |
| Uruguay Apertura | 2021/08/16 20:15 | Cerrito v Deportivo Maldonado | D | 0-0 |
| Uruguay Apertura | 2021/08/10 18:00 | Deportivo Maldonado v Atletico Fenix Montevideo | D | 0-0 |
| Uruguay Apertura | 2021/08/01 23:30 | Nacional De Football v Deportivo Maldonado | L | 2-0 |
| Uruguay Apertura | 2021/07/17 18:00 | Deportivo Maldonado v Plaza Colonia | L | 0-1 |
| Uruguay Apertura | 2021/07/10 15:45 | Villa Espanola v Deportivo Maldonado | L | 2-0 |
| Uruguay Apertura | 2021/07/04 15:00 | Deportivo Maldonado v IA Sud America | L | 1-3 |
Away History
| Uruguay Clausura | 2021/09/12 15:30 | Boston River v Montevideo Wanderers | W | 1-3 |
| Uruguay Apertura | 2021/08/20 18:00 | Atletico Fenix Montevideo v Montevideo Wanderers | L | 2-1 |
| Uruguay Apertura | 2021/08/15 23:30 | Montevideo Wanderers v Plaza Colonia | L | 0-2 |
| Uruguay Apertura | 2021/08/09 15:45 | IA Sud America v Montevideo Wanderers | L | 1-0 |
| Uruguay Apertura | 2021/07/31 20:15 | Montevideo Wanderers v Club Atletico Progreso | W | 2-0 |
| Uruguay Apertura | 2021/07/17 20:15 | Cerro Largo v Montevideo Wanderers | L | 2-0 |
| Uruguay Apertura | 2021/07/10 20:15 | Montevideo Wanderers v CA River Plate | L | 1-2 |
| Uruguay Apertura | 2021/07/06 18:00 | Liverpool Montevideo v Montevideo Wanderers | L | 2-1 |