Home History
| 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 |
| Uruguay - Segunda | 2019/10/05 13:00 | Deportivo Maldonado v Cerrito | W | 1-0 |
| Uruguay - Segunda | 2019/09/21 18:30 | Rentistas v Deportivo Maldonado | L | 1-0 |
| Uruguay - Segunda | 2019/09/15 18:30 | Deportivo Maldonado v Villa Teresa | W | 2-0 |
| Uruguay - Segunda | 2019/09/08 18:30 | IA Sud America v Deportivo Maldonado | L | 2-0 |
| Uruguay - Segunda | 2019/08/31 18:00 | Deportivo Maldonado v CA Atenas | L | 1-3 |
Away History
| Clubs internationaux - matchs amicaux | 2020/02/01 00:15 | Penarol v Belgrano | D | 0-0 |
| Clubs internationaux - matchs amicaux | 2020/01/26 03:30 | Los Angeles FC v Penarol | L | 2-0 |
| Primera Division, Season First Place | 2019/12/15 20:00 | Club Nacional de Footbal v Penarol | L | 1-0 |
| Primera Division, Season First Place | 2019/12/11 23:30 | Penarol v Club Nacional de Footbal | L | 0-2 |
| Première division, Playoffs | 2019/12/05 23:30 | Penarol v Cerro Largo | W | 2-1 |
| Première division, Playoffs | 2019/11/27 20:00 | Club Atlético Progreso v Penarol | D | 0-0 |
| Première division, Playoffs | 2019/11/22 23:30 | Penarol v Atletico Fenix Montevideo | W | 2-1 |
| Première division, Playoffs | 2019/11/17 19:00 | Club Nacional de Footbal v Penarol | D | 0-0 |