Copa Libertadores 2023, Group H |
| 02.05.2023 | | Atlético Nacional | | Olimpia | | 2:2 (1:0) |
| Medellín |
Copa Libertadores 2023, Group H |
| 06.04.2023 | | Melgar | | Olimpia | | 1:1 (1:1) |
| Arequipa |
Copa Libertadores 2022, Group G |
| 28.04.2022 | | Olimpia | | Colón | | 0:0 |
| Asunción |
Copa Libertadores 2022, Group G |
| 05.04.2022 | | Olimpia | | Cerro Porteño | | 0:0 |
| Asunción |
Copa Libertadores 2022, Second round |
| 03.03.2022 | | Atlético Nacional | | Olimpia | | 1:1 (0:0) |
| Medellín |
Copa Libertadores 2021, Round of 16 |
| 22.07.2021 | | Internacional | | Olimpia | | 0:0, pen. 4:5 |
| Porto Alegre |
Copa Libertadores 2021, Round of 16 |
| 15.07.2021 | | Olimpia | | Internacional | | 0:0 |
| Asunción |
Copa Libertadores 2020, Group G |
| 15.09.2020 | | Santos | | Olimpia | | 0:0 |
| Santos |
Copa Libertadores 2020, Group G |
| 04.03.2020 | | Delfín | | Olimpia | | 1:1 (0:1) |
| Manta |
Copa Libertadores 2019, Round of 16 |
| 30.07.2019 | | Olimpia | | LDU | | 1:1 (1:1) |
| Asunción |
Copa Libertadores 2019, Group C |
| 23.04.2019 | | Universidad | | Olimpia | | 3:3 (2:0) |
| Concepción |
Copa Libertadores 2019, Group C |
| 12.03.2019 | | Olimpia | | Universidad | | 1:1 (1:1) |
| Asunción |
Copa Libertadores 2019, Group C |
| 05.03.2019 | | Godoy Cruz | | Olimpia | | 0:0 |
| Mendoza |
Copa Libertadores 2018, First qualifying stage |
| 22.01.2018 | | Montevideo Wanderers | | Olimpia | | 0:0 |
| Montevideo |
Copa Libertadores 2016, Group 7 |
| 08.03.2016 | | Emelec | | Olimpia | | 2:2 (1:2) |
| Guayaquil |
Copa Libertadores 2013, Quarterfinal |
| 22.05.2013 | | Fluminense | | Olimpia | | 0:0 |
| Rio de Janeiro |
Copa Libertadores 2013, Group 7 |
| 05.03.2013 | | Olimpia | | Deportivo Lara | | 2:2 (1:0) |
| Asunción |
Copa Libertadores 2013, Preliminary Round |
| 24.01.2013 | | Defensor Sporting | | Olimpia | | 0:0 |
| Montevideo |
Copa Libertadores 2012, Group 2 |
| 15.03.2012 | | Flamengo | | Olimpia | | 3:3 (1:0) |
| Rio de Janeiro |
Copa Libertadores 2004, Group 9 |
| 06.04.2004 | | Olimpia | | Coritiba | | 1:1 (1:1) |
| Asunción |
Copa Libertadores 2004, Group 9 |
| 17.02.2004 | | Coritiba | | Olimpia | | 1:1 (1:1) |
| Curitiba |
Copa Libertadores 2003, Group 4 |
| 04.03.2003 | | Gimnasia y Esgrima | | Olimpia | | 1:1 (1:0) |
| La Plata |
Copa Libertadores 2003, Group 4 |
| 20.02.2003 | | Olimpia | | Cobreloa | | 0:0 |
| Asunción |
Copa Libertadores 2003, Group 4 |
| 11.02.2003 | | Alianza Lima | | Olimpia | | 1:1 (0:1) |
| Lima |
Copa Libertadores 2002, Quarterfinal |
| 08.05.2002 | | Boca Juniors | | Olimpia | | 1:1 (1:0) |
| Buenos Aires |
Copa Libertadores 2002, Group 8 |
| 02.04.2002 | | Olimpia | | Universidad Católica | | 1:1 (0:0) |
| Asunción |
Copa Libertadores 2002, Group 8 |
| 06.03.2002 | | Flamengo | | Olimpia | | 0:0 |
| Rio de Janeiro |
Copa Libertadores 2001, Group 4 |
| 12.04.2001 | | Olimpia | | Emelec | | 2:2 (2:1) |
| Asunción |
Copa Libertadores 2001, Group 4 |
| 13.02.2001 | | Emelec | | Olimpia | | 1:1 (0:0) |
| Guayaquil |
Copa Libertadores 2000, Group 3 |
| 05.04.2000 | | Olimpia | | LDU | | 1:1 (0:0) |
| Asunción |
Copa Libertadores 2000, Group 3 |
| 14.03.2000 | | Olimpia | | Corinthians | | 2:2 (1:1) |
| Asunción |
Copa Libertadores 1999, Group 3 |
| 17.03.1999 | | Olimpia | | Cerro Porteño | | 2:2 (1:2) |
| Asunción |
Copa Libertadores 1999, Group 3 |
| 12.03.1999 | | Palmeiras | | Olimpia | | 1:1 (0:0) |
| São Paulo |
Copa Libertadores 1998, Group 3 |
| 13.03.1998 | | Olimpia | | Colo-Colo | | 1:1 (1:0) |
| Asunción |
Copa Libertadores 1996, Group 1 |
| 19.04.1996 | | Olimpia | | Barcelona | | 1:1 (1:0) |
| Asunción |
Copa Libertadores 1996, Group 1 |
| 03.04.1996 | | Cerro Porteño | | Olimpia | | 0:0 |
| Asunción |
Copa Libertadores 1995, Group 2 |
| 21.03.1995 | | Cerro Porteño | | Olimpia | | 2:2 (1:1) |
| Asunción |
Copa Libertadores 1995, Group 2 |
| 28.02.1995 | | Trujillanos | | Olimpia | | 2:2 (0:1) |
| Valera |
Copa Libertadores 1995, Group 2 |
| 15.02.1995 | | Olimpia | | Cerro Porteño | | 1:1 (1:1) |
| Asunción |
Copa Libertadores 1994, Group 1 |
| 12.03.1994 | | Junior | | Olimpia | | 0:0 |
| Barranquilla |
Copa Libertadores 1994, Group 1 |
| 09.03.1994 | | Independiente Medellín | | Olimpia | | 0:0 |
| Medellín |
Copa Libertadores 1993, Quarterfinal |
| 28.04.1993 | | Cerro Porteño | | Olimpia | | 0:0, pen. 4:2 |
| Asunción |
Copa Libertadores 1993, Quarterfinal |
| 21.04.1993 | | Olimpia | | Cerro Porteño | | 1:1 (1:1) |
| Asunción |
Copa Libertadores 1993, Group 5 |
| 23.03.1993 | | Newell's Old Boys | | Olimpia | | 1:1 (1:1) |
| Rosario |
Copa Libertadores 1993, Group 5 |
| 26.02.1993 | | Olimpia | | River Plate | | 1:1 (0:0) |
| Asunción |
Copa Libertadores 1993, Group 5 |
| 23.02.1993 | | Olimpia | | Newell's Old Boys | | 1:1 (1:1) |
| Asunción |
Copa Libertadores 1993, Group 5 |
| 05.02.1993 | | Cerro Porteño | | Olimpia | | 0:0 |
| Asunción |
Copa Libertadores 1991, Final |
| 29.05.1991 | | Olimpia | | Colo-Colo | | 0:0 |
| Asunción |
Copa Libertadores 1991, Semifinal |
| 16.05.1991 | | Atlético Nacional | | Olimpia | | 0:0 |
| Venezuela, San Cristóbal |
Copa Libertadores 1991, 1/8 finals |
| 17.04.1991 | | Atlético Colegiales | | Olimpia | | 1:1 (0:1) |
| Asunción |
Copa Libertadores 1990, Final |
| 10.10.1990 | | Barcelona | | Olimpia | | 1:1 (0:0) |
| Guayaquil |
Copa Libertadores 1990, Quarterfinal |
| 29.08.1990 | | Universidad Católica | | Olimpia | | 4:4 (2:2) |
| Santiago |
Copa Libertadores 1990, Group 5 |
| 24.04.1990 | | Grêmio | | Olimpia | | 2:2 (2:1) |
| Porto Alegre |
Copa Libertadores 1989, Quarterfinal |
| 26.04.1989 | | Sol de América | | Olimpia | | 4:4 (2:2) |
| Asunción |
Copa Libertadores 1989, Group 1 |
| 23.02.1989 | | Olimpia | | Sol de América | | 0:0 |
| Asunción |
Copa Libertadores 1988, Group 4 |
| 06.07.1988 | | Cerro Porteño | | Olimpia | | 0:0 |
| Asunción |
Copa Libertadores 1987, First Round, Group 4 |
| 14.05.1987 | | Sol de América | | Olimpia | | 2:2 (2:0) |
| Asunción |
Copa Libertadores 1986, Semifinal group 2 |
| 30.09.1986 | | Bolívar | | Olimpia | | 1:1 (0:0) |
| La Paz |
Copa Libertadores 1986, Semifinal group 2 |
| 16.09.1986 | | Olimpia | | América de Cali | | 1:1 (0:0) |
| Asunción |
Copa Libertadores 1984, First Round, Group 1 |
| 08.03.1984 | | Olimpia | | Luqueño | | 0:0 |
| Asunción |
Copa Libertadores 1983, First Round, Group 5 |
| 18.05.1983 | | Montevideo Wanderers | | Olimpia | | 0:0 * |
| Montevideo |
Copa Libertadores 1983, First Round, Group 5 |
| 27.04.1983 | | Nacional Asunción | | Olimpia | | 0:0 |
| Paraguay, Asunción |
Copa Libertadores 1982, Semifinal group 2 |
| 05.11.1982 | | Olimpia | | Cobreloa | | 1:1 (0:1) |
| Asunción |
Copa Libertadores 1982, Semifinal group 2 |
| 21.10.1982 | | Deportes Tolima | | Olimpia | | 1:1 (1:0) |
| Bogotá |
Copa Libertadores 1982, First Round, Group 5 |
| 04.04.1982 | | Sol de América | | Olimpia | | 1:1 (1:1) |
| Asunción |
Copa Libertadores 1982, First Round, Group 5 |
| 14.03.1982 | | Olimpia | | Sol de América | | 1:1 (0:1) |
| Asunción |
Copa Libertadores 1981, First Round, Group 3 |
| 14.08.1981 | | Olimpia | | Flamengo | | 0:0 |
| Asunción |
Copa Libertadores 1981, First Round, Group 3 |
| 24.07.1981 | | Flamengo | | Olimpia | | 1:1 (1:0) |
| Rio de Janeiro |
Copa Libertadores 1981, First Round, Group 3 |
| 17.07.1981 | | Olimpia | | Atlético-MG | | 0:0 |
| Asunción |
Copa Libertadores 1981, First Round, Group 3 |
| 07.07.1981 | | Cerro Porteño | | Olimpia | | 0:0 |
| Asunción |
Copa Libertadores 1980, Semifinal group 2 |
| 02.07.1980 | | Nacional Montevideo | | Olimpia | | 1:1 (0:0) |
| Montevideo |
Copa Libertadores 1979, Final |
| 27.07.1979 | | Boca Juniors | | Olimpia | | 0:0 |
| Buenos Aires |
Copa Libertadores 1979, Semifinal group 2 |
| 24.05.1979 | | Guarani | | Olimpia | | 1:1 (1:1) |
| Campinas |
Copa Libertadores 1977, First Round, Group 4 |
| 03.05.1977 | | Olimpia | | Everton | | 2:2 (2:1) |
| Asunción |
Copa Libertadores 1977, First Round, Group 4 |
| 20.04.1977 | | Olimpia | | Libertad | | 0:0 |
| Asunción |
Copa Libertadores 1977, First Round, Group 4 |
| 01.04.1977 | | Libertad | | Olimpia | | 2:2 (0:1) |
| Asunción |
Copa Libertadores 1976, First Round, Group 3 |
| 13.04.1976 | | Olimpia | | Internacional | | 1:1 (1:1) |
| Asunción |
Copa Libertadores 1976, First Round, Group 3 |
| 18.03.1976 | | Olimpia | | Cruzeiro | | 2:2 (2:0) |
| Asunción |
Copa Libertadores 1975, First Round, Group 1 |
| 09.04.1975 | | Olimpia | | Rosario Central | | 0:0 |
| Asunción |
Copa Libertadores 1975, First Round, Group 1 |
| 14.03.1975 | | Rosario Central | | Olimpia | | 1:1 (0:0) |
| Rosario |
Copa Libertadores 1975, First Round, Group 1 |
| 28.02.1975 | | Cerro Porteño | | Olimpia | | 0:0 |
| Asunción |
Copa Libertadores 1974, First Round, Group 5 |
| 24.02.1974 | | Olimpia | | Cerro Porteño | | 1:1 (1:0) |
| Asunción |
Copa Libertadores 1974, First Round, Group 5 |
| 13.02.1974 | | Peñarol | | Olimpia | | 0:0 |
| Montevideo |
Copa Libertadores 1974, First Round, Group 5 |
| 10.02.1974 | | Nacional Montevideo | | Olimpia | | 1:1 (1:1) |
| Montevideo |
Copa Libertadores 1972, First Round, Group 3 |
| 16.03.1972 | | Olimpia | | Atlético-MG | | 2:2 (1:2) |
| Asunción |
Copa Libertadores 1972, First Round, Group 3 |
| 05.03.1972 | | Atlético-MG | | Olimpia | | 0:0 |
| Belo Horizonte |
Copa Libertadores 1972, First Round, Group 3 |
| 20.02.1972 | | Olimpia | | Cerro Porteño | | 1:1 (0:0) |
| Asunción |
Copa Libertadores 1970, First Round, Group 3 |
| 02.04.1970 | | Rangers | | Olimpia | | 4:4 (3:3) |
| Santiago |
Copa Libertadores 1970, First Round, Group 3 |
| 12.03.1970 | | Olimpia | | Guaraní Asunción | | 0:0 |
| Asunción |
Copa Libertadores 1970, First Round, Group 3 |
| 08.03.1970 | | América de Cali | | Olimpia | | 1:1 (1:1) |
| Santiago de Cali |
Copa Libertadores 1970, First Round, Group 3 |
| 22.02.1970 | | Olimpia | | Universidad de Chile | | 1:1 |
| Asunción |
Copa Libertadores 1969, Second round, group 3 |
| 30.03.1969 | | Peñarol | | Olimpia | | 1:1 (0:0) |
| Montevideo |
Copa Libertadores 1969, First Round, Group 3 |
| 13.02.1969 | | Bolívar | | Olimpia | | 1:1 (0:1) |
| La Paz |
Copa Libertadores 1966, First Round, Group 2 |
| 08.03.1966 | | Universidad Católica | | Olimpia | | 0:0 |
| Santiago |
Copa Libertadores 1966, First Round, Group 2 |
| 27.02.1966 | | Olimpia | | Guaraní Asunción | | 3:3 (0:3) |
| Asunción |
Copa Libertadores 1960, Final |
| 19.06.1960 | | Olimpia | | Peñarol | | 1:1 (1:0) |
| Asunción |
Copa Libertadores 1960, Semifinal |
| 29.05.1960 | | Los Millonarios | | Olimpia | | 0:0 |
| Bogotá |