Copa Libertadores 2023, Quarterfinal |
| 31.08.2023 | | Olimpia | | Fluminense | | 1:3 (1:1) |
| Asunción |
Copa Libertadores 2023, Quarterfinal |
| 24.08.2023 | | Fluminense | | Olimpia | | 2:0 (1:0) |
| Rio de Janeiro |
Copa Libertadores 2023, Round of 16 |
| 03.08.2023 | | Flamengo | | Olimpia | | 1:0 (0:0) |
| Rio de Janeiro |
Copa Libertadores 2022, Group G |
| 18.05.2022 | | Colón | | Olimpia | | 2:1 (1:1) |
| Santa Fe |
Copa Libertadores 2022, Group G |
| 12.04.2022 | | Peñarol | | Olimpia | | 2:1 (1:0) |
| Montevideo |
Copa Libertadores 2022, Third round |
| 09.03.2022 | | Fluminense | | Olimpia | | 3:1 (1:1) |
| Rio de Janeiro |
Copa Libertadores 2021, Quarterfinal |
| 18.08.2021 | | Flamengo | | Olimpia | | 5:1 (2:1) |
| Rio de Janeiro |
Copa Libertadores 2021, Quarterfinal |
| 11.08.2021 | | Olimpia | | Flamengo | | 1:4 (1:2) |
| Asunción |
Copa Libertadores 2021, Group B |
| 20.05.2021 | | Olimpia | | Internacional | | 0:1 (0:0) * |
| Asunción |
Copa Libertadores 2021, Group B |
| 05.05.2021 | | Internacional | | Olimpia | | 6:1 (1:0) * |
| Porto Alegre |
Copa Libertadores 2021, Group B |
| 20.04.2021 | | Deportivo Táchira | | Olimpia | | 3:2 (1:1) * |
| San Cristóbal |
Copa Libertadores 2020, Group G |
| 20.10.2020 | | Olimpia | | Delfín | | 0:1 (0:0) |
| Asunción |
Copa Libertadores 2020, Group G |
| 01.10.2020 | | Olimpia | | Santos | | 2:3 (2:2) |
| Asunción |
Copa Libertadores 2020, Group G |
| 23.09.2020 | | Defensa y Justicia | | Olimpia | | 2:1 (1:0) |
| Florencio Varela |
Copa Libertadores 2019, Round of 16 |
| 23.07.2019 | | LDU | | Olimpia | | 3:1 (1:0) |
| Quito |
Copa Libertadores 2019, Group C |
| 09.05.2019 | | Olimpia | | Sporting Cristal | | 0:1 (0:1) |
| Asunción |
Copa Libertadores 2018, Second qualifying stage |
| 08.02.2018 | | Junior | | Olimpia | | 3:1 (1:1) |
| Barranquilla |
Copa Libertadores 2017, Third qualifying stage |
| 15.02.2017 | | Botafogo | | Olimpia | | 1:0 (1:0) |
| Rio de Janeiro |
Copa Libertadores 2017, Second qualifying stage |
| 02.02.2017 | | Independiente del Valle | | Olimpia | | 1:0 (1:0) |
| Sangolquí |
Copa Libertadores 2016, Group 7 |
| 06.04.2016 | | Universidad Nacional | | Olimpia | | 4:1 (0:1) |
| Ciudad de México |
Copa Libertadores 2016, Group 7 |
| 01.03.2016 | | Olimpia | | Universidad Nacional | | 0:2 (0:0) |
| Asunción |
Copa Libertadores 2016, Group 7 |
| 16.02.2016 | | Deportivo Táchira | | Olimpia | | 2:1 (1:0) |
| San Cristóbal |
Copa Libertadores 2013, Final |
| 24.07.2013 | | Atlético-MG | | Olimpia | | 2:0 aet (0:0, 2:0), pen. 4:3 |
| Belo Horizonte |
Copa Libertadores 2013, Semifinal |
| 09.07.2013 | | Santa Fe | | Olimpia | | 1:0 (0:0) |
| Bogotá |
Copa Libertadores 2013, Round of 16 |
| 30.04.2013 | | Tigre | | Olimpia | | 2:1 (1:0) |
| Victoria |
Copa Libertadores 2013, Group 7 |
| 14.02.2013 | | Newell's Old Boys | | Olimpia | | 3:1 (0:0) |
| Rosario |
Copa Libertadores 2012, Group 2 |
| 12.04.2012 | | Olimpia | | Emelec | | 2:3 (1:0) |
| Asunción |
Copa Libertadores 2012, Group 2 |
| 03.04.2012 | | Lanús | | Olimpia | | 6:0 (2:0) |
| Lanús |
Copa Libertadores 2012, Group 2 |
| 09.02.2012 | | Emelec | | Olimpia | | 1:0 (0:0) |
| Guayaquil |
Copa Libertadores 2004, Group 9 |
| 13.04.2004 | | Rosario Central | | Olimpia | | 2:1 (1:0) |
| Rosario |
Copa Libertadores 2004, Group 9 |
| 09.03.2004 | | Sporting Cristal | | Olimpia | | 3:2 (0:1) |
| Lima |
Copa Libertadores 2004, Group 9 |
| 05.02.2004 | | Olimpia | | Rosario Central | | 0:2 (0:0) |
| Asunción |
Copa Libertadores 2003, 1/8 finals |
| 08.05.2003 | | Grêmio | | Olimpia | | 3:0 (2:0) |
| Porto Alegre |
Copa Libertadores 2003, 1/8 finals |
| 22.04.2003 | | Olimpia | | Grêmio | | 2:3 (2:1) |
| Asunción |
Copa Libertadores 2003, Group 4 |
| 20.03.2003 | | Olimpia | | Alianza Lima | | 0:1 (0:0) |
| Asunción |
Copa Libertadores 2002, Final |
| 24.07.2002 | | Olimpia | | São Caetano | | 0:1 (0:0) |
| Asunción |
Copa Libertadores 2002, Semifinal |
| 17.07.2002 | | Grêmio | | Olimpia | | 1:0 (1:0), pen. 4:5 |
| Porto Alegre |
Copa Libertadores 2002, Group 8 |
| 19.03.2002 | | Once Caldas | | Olimpia | | 2:1 (1:0) |
| Manizales |
Copa Libertadores 2001, Group 4 |
| 01.05.2001 | | Cruzeiro | | Olimpia | | 3:1 (2:0) |
| Ipatinga |
Copa Libertadores 2001, Group 4 |
| 18.04.2001 | | Sporting Cristal | | Olimpia | | 3:2 (1:1) |
| Lima |
Copa Libertadores 2001, Group 4 |
| 06.04.2001 | | Olimpia | | Cruzeiro | | 3:4 (2:1) |
| Asunción |
Copa Libertadores 2000, Group 3 |
| 19.04.2000 | | Corinthians | | Olimpia | | 5:4 (1:2) |
| São Paulo |
Copa Libertadores 2000, Group 3 |
| 12.04.2000 | | América Mexico | | Olimpia | | 8:2 (3:2) |
| Ciudad de México |
Copa Libertadores 1999, Group 3 |
| 09.04.1999 | | Corinthians | | Olimpia | | 4:0 (1:0) |
| São Paulo |
Copa Libertadores 1999, Group 3 |
| 26.03.1999 | | Olimpia | | Corinthians | | 1:2 (1:0) |
| Asunción |
Copa Libertadores 1999, Group 3 |
| 24.02.1999 | | Cerro Porteño | | Olimpia | | 4:3 (2:0) |
| Asunción |
Copa Libertadores 1998, 1/8 finals |
| 15.04.1998 | | Colón | | Olimpia | | 3:2 (2:0) |
| Santa Fe |
Copa Libertadores 1998, Group 3 |
| 31.03.1998 | | Universidad Católica | | Olimpia | | 2:1 (1:0) |
| Santiago |
Copa Libertadores 1996, Group 1 |
| 22.03.1996 | | Barcelona | | Olimpia | | 2:1 (1:1) |
| Guayaquil |
Copa Libertadores 1996, Group 1 |
| 19.03.1996 | | Espoli | | Olimpia | | 1:0 (1:0) |
| Quito |
Copa Libertadores 1996, Group 1 |
| 13.03.1996 | | Olimpia | | Cerro Porteño | | 1:2 (1:1) |
| Asunción |
Copa Libertadores 1995, 1/8 finals |
| 03.05.1995 | | Grêmio | | Olimpia | | 2:0 (1:0) |
| Porto Alegre |
Copa Libertadores 1995, 1/8 finals |
| 25.04.1995 | | Olimpia | | Grêmio | | 0:3 (0:1) |
| Asunción |
Copa Libertadores 1994, Semifinal |
| 10.08.1994 | | São Paulo | | Olimpia | | 2:1 (1:1) |
| São Paulo |
Copa Libertadores 1994, Group 1 |
| 05.04.1994 | | Olimpia | | Independiente Medellín | | 0:2 (0:1) |
| Asunción |
Copa Libertadores 1993, Group 5 |
| 26.03.1993 | | River Plate | | Olimpia | | 1:0 (0:0) |
| Buenos Aires |
Copa Libertadores 1991, Final |
| 05.06.1991 | | Colo-Colo | | Olimpia | | 3:0 (2:0) |
| Santiago |
Copa Libertadores 1991, Quarterfinal |
| 02.05.1991 | | Cerro Porteño | | Olimpia | | 1:0 (0:0) |
| Asunción |
Copa Libertadores 1990, Semifinal |
| 26.09.1990 | | Olimpia | | Atlético Nacional | | 2:3 (1:1), pen. 2:1 |
| Asunción |
Copa Libertadores 1990, Group 5 |
| 27.04.1990 | | Vasco da Gama | | Olimpia | | 1:0 (1:0) |
| Rio de Janeiro |
Copa Libertadores 1990, Group 5 |
| 18.04.1990 | | Cerro Porteño | | Olimpia | | 3:2 (1:1) |
| Asunción |
Copa Libertadores 1989, Final |
| 31.05.1989 | | Atlético Nacional | | Olimpia | | 2:0 (0:0), pen. 5:4 |
| Bogotá |
Copa Libertadores 1989, Semifinal |
| 10.05.1989 | | Olimpia | | Internacional | | 0:1 (0:1) |
| Asunción |
Copa Libertadores 1989, 1/8 finals |
| 12.04.1989 | | Boca Juniors | | Olimpia | | 5:3 (1:2), pen. 6:7 |
| Buenos Aires |
Copa Libertadores 1989, Group 1 |
| 30.03.1989 | | Sol de América | | Olimpia | | 5:4 (3:3) |
| Asunción |
Copa Libertadores 1989, Group 1 |
| 17.03.1989 | | Cobreloa | | Olimpia | | 2:0 (0:0) |
| Calama |
Copa Libertadores 1989, Group 1 |
| 14.03.1989 | | Colo-Colo | | Olimpia | | 2:0 (2:0) |
| Santiago |
Copa Libertadores 1988, Group 4 |
| 19.08.1988 | | Olimpia | | Oriente Petrolero | | 1:2 (1:0) |
| Asunción |
Copa Libertadores 1988, Group 4 |
| 22.07.1988 | | Bolívar | | Olimpia | | 2:0 (0:0) |
| La Paz |
Copa Libertadores 1988, Group 4 |
| 19.07.1988 | | Oriente Petrolero | | Olimpia | | 1:0 (0:0) |
| Santa Cruz de la Sierra |
Copa Libertadores 1987, First Round, Group 4 |
| 24.05.1987 | | Barcelona | | Olimpia | | 3:2 (1:0) |
| Guayaquil |
Copa Libertadores 1987, First Round, Group 4 |
| 20.05.1987 | | El Nacional | | Olimpia | | 4:0 (1:0) |
| Quito |
Copa Libertadores 1986, Semifinal group 2 |
| 05.10.1986 | | América de Cali | | Olimpia | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1984, First Round, Group 1 |
| 25.04.1984 | | Independiente Avellaneda | | Olimpia | | 3:2 (1:1) * |
| Avellaneda |
Copa Libertadores 1983, First Round, Group 5 |
| 23.05.1983 | | Nacional Montevideo | | Olimpia | | 3:0 (3:0) |
| Montevideo |
Copa Libertadores 1983, First Round, Group 5 |
| 06.05.1983 | | Olimpia | | Montevideo Wanderers | | 2:3 (0:1) |
| Asunción |
Copa Libertadores 1983, First Round, Group 5 |
| 20.04.1983 | | Olimpia | | Nacional Montevideo | | 0:1 (0:1) |
| Asunción |
Copa Libertadores 1983, First Round, Group 5 |
| 06.04.1983 | | Olimpia | | Nacional Asunción | | 1:2 (1:1) |
| Asunción |
Copa Libertadores 1982, Semifinal group 2 |
| 10.11.1982 | | Cobreloa | | Olimpia | | 1:0 (0:0) |
| Santiago |
Copa Libertadores 1981, First Round, Group 3 |
| 08.08.1981 | | Olimpia | | Cerro Porteño | | 0:3 (0:0) |
| Asunción |
Copa Libertadores 1981, First Round, Group 3 |
| 28.07.1981 | | Atlético-MG | | Olimpia | | 1:0 (1:0) |
| Belo Horizonte |
Copa Libertadores 1980, Semifinal group 2 |
| 18.06.1980 | | Olimpia | | Nacional Montevideo | | 0:1 (0:0) |
| Asunción |
Copa Libertadores 1979, First Round, Group 2 |
| 03.04.1979 | | Bolívar | | Olimpia | | 2:1 (1:1) |
| La Paz |
Copa Libertadores 1977, First Round, Group 4 |
| 14.04.1977 | | Everton | | Olimpia | | 1:0 (0:0) |
| Viña del Mar |
Copa Libertadores 1977, First Round, Group 4 |
| 09.04.1977 | | Universidad de Chile | | Olimpia | | 1:0 (0:0) |
| Santiago |
Copa Libertadores 1976, First Round, Group 3 |
| 04.04.1976 | | Cruzeiro | | Olimpia | | 4:1 (1:1) |
| Belo Horizonte |
Copa Libertadores 1976, First Round, Group 3 |
| 14.03.1976 | | Internacional | | Olimpia | | 1:0 (0:0) |
| Porto Alegre |
Copa Libertadores 1976, First Round, Group 3 |
| 07.03.1976 | | Olimpia | | Luqueño | | 2:3 (1:1) |
| Asunción |
Copa Libertadores 1975, First Round, Group 1 |
| 04.04.1975 | | Newell's Old Boys | | Olimpia | | 3:2 (1:1) |
| Rosario |
Copa Libertadores 1974, First Round, Group 5 |
| 01.03.1974 | | Olimpia | | Peñarol | | 0:2 (0:0) |
| Asunción |
Copa Libertadores 1974, First Round, Group 5 |
| 05.02.1974 | | Cerro Porteño | | Olimpia | | 1:0 (1:0) |
| Asunción |
Copa Libertadores 1973, First Round, Group 5 |
| 17.02.1973 | | Sporting Cristal | | Olimpia | | 1:0 (1:0) |
| Lima |
Copa Libertadores 1973, First Round, Group 5 |
| 14.02.1973 | | Universitario de Deportes | | Olimpia | | 2:1 (0:0) |
| Lima |
Copa Libertadores 1973, First Round, Group 5 |
| 04.02.1973 | | Cerro Porteño | | Olimpia | | 4:2 (1:2) |
| Asunción |
Copa Libertadores 1972, First Round, Group 3 |
| 26.03.1972 | | Olimpia | | São Paulo | | 0:1 (0:0) |
| Asunción |
Copa Libertadores 1972, First Round, Group 3 |
| 01.03.1972 | | São Paulo | | Olimpia | | 3:1 (0:0) |
| São Paulo |
Copa Libertadores 1970, First Round, Group 3 |
| 29.03.1970 | | Universidad de Chile | | Olimpia | | 2:1 (1:1) |
| Santiago |
Copa Libertadores 1970, First Round, Group 3 |
| 11.02.1970 | | Guaraní Asunción | | Olimpia | | 1:0 |
| Asunción |
Copa Libertadores 1969, Second round, group 3 |
| 07.04.1969 | | Olimpia | | Peñarol | | 0:1 (0:0) |
| Asunción |
Copa Libertadores 1969, First Round, Group 3 |
| 23.02.1969 | | Olimpia | | Cerro Porteño | | 1:2 (0:0) |
| Asunción |
Copa Libertadores 1969, First Round, Group 3 |
| 31.01.1969 | | Cerro Porteño | | Olimpia | | 4:1 (1:1) |
| Asunción |
Copa Libertadores 1966, First Round, Group 2 |
| 23.03.1966 | | Guaraní Asunción | | Olimpia | | 2:1 (1:0) * |
| Asunción |
Copa Libertadores 1966, First Round, Group 2 |
| 20.03.1966 | | Guaraní Asunción | | Olimpia | | 2:0 (0:0) |
| Asunción |
Copa Libertadores 1966, First Round, Group 2 |
| 11.03.1966 | | Olimpia | | Universidad Católica | | 0:4 (0:2) |
| Asunción |
Copa Libertadores 1963, Group 3 |
| 17.07.1963 | | Universidad de Chile | | Olimpia | | 4:1 (1:1) |
| Santiago |
Copa Libertadores 1963, Group 3 |
| 14.04.1963 | | Boca Juniors | | Olimpia | | 5:3 (2:2) |
| Buenos Aires |
Copa Libertadores 1961, Semifinal |
| 27.05.1961 | | Olimpia | | Peñarol | | 1:2 (1:0) |
| Asunción |
Copa Libertadores 1961, Semifinal |
| 21.05.1961 | | Peñarol | | Olimpia | | 3:1 (1:0) |
| Montevideo |
Copa Libertadores 1961, Quarterfinal |
| 16.04.1961 | | Olimpia | | Colo-Colo | | 1:2 (1:1) |
| Asunción |
Copa Libertadores 1960, Final |
| 12.06.1960 | | Peñarol | | Olimpia | | 1:0 (0:0) |
| Montevideo |