Stadium: Estadio Osvaldo Domínguez Dibb Round: 5
Referee: Giancarlos Juliadoza Home Manager: Sergio Daniel Orteman Rodriguez Away Manager: Francisco Arce
| Paraguay Division Profesional | 2021/05/02 00:00 | Cerro Porteno v Olimpia Asuncion | L | 2-0 |
| Paraguay Division Profesional | 2021/02/28 21:30 | Olimpia Asuncion v Cerro Porteno | W | 2-0 |
| Paraguay Division Profesional | 2020/12/23 00:00 | Cerro Porteno v Olimpia Asuncion | W | 2-5 |
| Paraguay Division Profesional | 2020/12/03 22:30 | Cerro Porteno v Olimpia Asuncion | L | 1-0 |
| Paraguay Division Profesional | 2020/08/30 21:30 | Cerro Porteno v Olimpia Asuncion | L | 2-0 |
| Paraguay Division Profesional | 2020/02/23 20:45 | Olimpia Asuncion v Cerro Porteno | D | 1-1 |
| Paraguay Division Profesional | 2019/11/24 20:00 | Olimpia Asuncion v Cerro Porteno | W | 4-2 |
| Paraguay Division Profesional | 2019/08/17 19:30 | Cerro Porteno v Olimpia Asuncion | D | 0-0 |
| Paraguay Division Profesional | 2021/05/30 21:45 | River Plate Asuncion v Olimpia Asuncion | W | 1-2 |
| Copa Libertadores | 2021/05/26 22:00 | Olimpia Asuncion v Deportivo Tachira | W | 6-2 |
| Paraguay Division Profesional | 2021/05/23 21:45 | Olimpia Asuncion v Sportivo Luqueno | W | 4-1 |
| Copa Libertadores | 2021/05/21 00:00 | Olimpia Asuncion v Internacional | L | 0-1 |
| Paraguay Division Profesional | 2021/05/17 22:00 | Nacional Asuncion v Olimpia Asuncion | L | 2-1 |
| Copa Libertadores | 2021/05/14 00:00 | Always Ready v Olimpia Asuncion | W | 1-2 |
| Paraguay Division Profesional | 2021/05/09 21:45 | Olimpia Asuncion v Sol de America | D | 3-3 |
| Copa Libertadores | 2021/05/06 00:00 | Internacional v Olimpia Asuncion | L | 6-1 |
| Paraguay Division Profesional | 2021/05/29 00:00 | Guarani Asuncion v Cerro Porteno | L | 2-0 |
| Copa Libertadores | 2021/05/26 00:30 | Cerro Porteno v America de Cali | W | 1-0 |
| Paraguay Division Profesional | 2021/05/23 12:30 | Cerro Porteno v 12 de Octubre | L | 0-1 |
| Copa Libertadores | 2021/05/20 00:00 | Cerro Porteno v Atletico Mineiro | L | 0-1 |
| Paraguay Division Profesional | 2021/05/16 21:45 | River Plate Asuncion v Cerro Porteno | D | 1-1 |
| Copa Libertadores | 2021/05/13 00:00 | Deportivo La Guaira v Cerro Porteno | W | 0-1 |
| Paraguay Division Profesional | 2021/05/09 00:00 | Cerro Porteno v Nacional Asuncion | D | 2-2 |
| Copa Libertadores | 2021/05/04 22:15 | Atletico Mineiro v Cerro Porteno | L | 4-0 |