Copa Libertadores 2022, Group E |
| 26.05.2022 | | Boca Juniors | | Deportivo Cali | | 1:0 (0:0) |
| Buenos Aires |
Copa Libertadores 2022, Group E |
| 19.05.2022 | | Deportivo Cali | | Always Ready | | 3:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 2022, Group E |
| 04.05.2022 | | Deportivo Cali | | Corinthians | | 0:0 |
| Santiago de Cali |
Copa Libertadores 2022, Group E |
| 28.04.2022 | | Always Ready | | Deportivo Cali | | 2:2 (2:1) |
| La Paz |
Copa Libertadores 2022, Group E |
| 13.04.2022 | | Corinthians | | Deportivo Cali | | 1:0 (0:0) |
| São Paulo |
Copa Libertadores 2022, Group E |
| 05.04.2022 | | Deportivo Cali | | Boca Juniors | | 2:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 2016, Group 3 |
| 20.04.2016 | | Boca Juniors | | Deportivo Cali | | 6:2 (2:2) |
| Buenos Aires |
Copa Libertadores 2016, Group 3 |
| 14.04.2016 | | Deportivo Cali | | Bolívar | | 1:1 (1:0) |
| Santiago de Cali |
Copa Libertadores 2016, Group 3 |
| 07.04.2016 | | Racing Club | | Deportivo Cali | | 4:2 (3:0) |
| Avellaneda |
Copa Libertadores 2016, Group 3 |
| 17.03.2016 | | Deportivo Cali | | Racing Club | | 2:2 (2:0) |
| Santiago de Cali |
Copa Libertadores 2016, Group 3 |
| 03.03.2016 | | Bolívar | | Deportivo Cali | | 5:0 (3:0) |
| La Paz |
Copa Libertadores 2016, Group 3 |
| 24.02.2016 | | Deportivo Cali | | Boca Juniors | | 0:0 |
| Santiago de Cali |
Copa Libertadores 2014, Group 3 |
| 08.04.2014 | | Cerro Porteño | | Deportivo Cali | | 3:2 (2:1) |
| Asunción |
Copa Libertadores 2014, Group 3 |
| 26.03.2014 | | Deportivo Cali | | O'Higgins | | 1:1 (0:0) |
| Santiago de Cali |
Copa Libertadores 2014, Group 3 |
| 20.03.2014 | | Lanús | | Deportivo Cali | | 2:0 (2:0) |
| Lanús |
Copa Libertadores 2014, Group 3 |
| 13.03.2014 | | Deportivo Cali | | Lanús | | 2:1 (0:1) |
| Santiago de Cali |
Copa Libertadores 2014, Group 3 |
| 19.02.2014 | | O'Higgins | | Deportivo Cali | | 1:0 (0:0) |
| Rancagua |
Copa Libertadores 2014, Group 3 |
| 12.02.2014 | | Deportivo Cali | | Cerro Porteño | | 1:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 2006, Group 4 |
| 19.04.2006 | | Corinthians | | Deportivo Cali | | 3:0 (2:0) |
| São Paulo |
Copa Libertadores 2006, Group 4 |
| 11.04.2006 | | Deportivo Cali | | Sinergia Deportiva | | 2:2 (1:1) |
| Santiago de Cali |
Copa Libertadores 2006, Group 4 |
| 30.03.2006 | | Deportivo Cali | | Universidad Católica | | 2:3 (1:1) |
| Santiago de Cali |
Copa Libertadores 2006, Group 4 |
| 21.03.2006 | | Universidad Católica | | Deportivo Cali | | 2:1 (1:1) |
| Santiago |
Copa Libertadores 2006, Group 4 |
| 21.02.2006 | | Sinergia Deportiva | | Deportivo Cali | | 5:4 (2:3) |
| Monterrey |
Copa Libertadores 2006, Group 4 |
| 15.02.2006 | | Deportivo Cali | | Corinthians | | 0:1 (0:0) |
| Santiago de Cali |
Copa Libertadores 2004, Quarterfinal |
| 26.05.2004 | | Deportivo Cali | | River Plate | | 1:3 (1:2) |
| Santiago de Cali |
Copa Libertadores 2004, Quarterfinal |
| 20.05.2004 | | River Plate | | Deportivo Cali | | 1:0 (1:0) |
| Buenos Aires |
Copa Libertadores 2004, 1/8 finals |
| 13.05.2004 | | Cruzeiro | | Deportivo Cali | | 2:1 (1:0), pen. 0:3 |
| Belo Horizonte |
Copa Libertadores 2004, 1/8 finals |
| 05.05.2004 | | Deportivo Cali | | Cruzeiro | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 2004, Group 8 |
| 21.04.2004 | | Deportivo Cali | | Colo-Colo | | 3:1 (1:0) |
| Santiago de Cali |
Copa Libertadores 2004, Group 8 |
| 07.04.2004 | | Bolívar | | Deportivo Cali | | 1:0 (1:0) |
| La Paz |
Copa Libertadores 2004, Group 8 |
| 24.03.2004 | | Boca Juniors | | Deportivo Cali | | 3:0 (0:0) |
| Buenos Aires |
Copa Libertadores 2004, Group 8 |
| 10.03.2004 | | Deportivo Cali | | Boca Juniors | | 0:1 (0:0) |
| Santiago de Cali |
Copa Libertadores 2004, Group 8 |
| 02.03.2004 | | Deportivo Cali | | Bolívar | | 3:1 (1:0) |
| Santiago de Cali |
Copa Libertadores 2004, Group 8 |
| 03.02.2004 | | Colo-Colo | | Deportivo Cali | | 2:3 (1:2) |
| Santiago |
Copa Libertadores 2003, 1/8 finals |
| 13.05.2003 | | Deportivo Cali | | Cruz Azul | | 0:0, pen. 2:3 |
| Santiago de Cali |
Copa Libertadores 2003, 1/8 finals |
| 06.05.2003 | | Cruz Azul | | Deportivo Cali | | 0:0 |
| Ciudad de México |
Copa Libertadores 2003, Group 1 |
| 17.04.2003 | | Libertad | | Deportivo Cali | | 1:0 (1:0) |
| Asunción |
Copa Libertadores 2003, Group 1 |
| 01.04.2003 | | Deportivo Cali | | Emelec | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 2003, Group 1 |
| 20.03.2003 | | River Plate | | Deportivo Cali | | 2:1 (1:1) |
| Buenos Aires |
Copa Libertadores 2003, Group 1 |
| 11.03.2003 | | Deportivo Cali | | Libertad | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 2003, Group 1 |
| 25.02.2003 | | Emelec | | Deportivo Cali | | 0:4 (0:1) |
| Guayaquil |
Copa Libertadores 2003, Group 1 |
| 19.02.2003 | | Deportivo Cali | | River Plate | | 2:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 2001, Group 8 |
| 02.05.2001 | | Deportivo Cali | | Boca Juniors | | 3:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 2001, Group 8 |
| 20.04.2001 | | Deportivo Cali | | Oriente Petrolero | | 4:1 (3:0) |
| Santiago de Cali |
Copa Libertadores 2001, Group 8 |
| 04.04.2001 | | Cobreloa | | Deportivo Cali | | 2:1 (1:0) |
| Calama |
Copa Libertadores 2001, Group 8 |
| 07.03.2001 | | Boca Juniors | | Deportivo Cali | | 2:1 (1:1) |
| Buenos Aires |
Copa Libertadores 2001, Group 8 |
| 02.03.2001 | | Oriente Petrolero | | Deportivo Cali | | 1:3 (1:2) |
| Santa Cruz de la Sierra |
Copa Libertadores 2001, Group 8 |
| 14.02.2001 | | Deportivo Cali | | Cobreloa | | 1:2 (1:1) |
| Santiago de Cali |
Copa Libertadores 1999, Group 2 |
| 08.08.1999 | | Vélez Sársfield | | Deportivo Cali | | 3:0 (2:0) |
| Buenos Aires |
Copa Libertadores 1999, Group 2 |
| 06.08.1999 | | River Plate | | Deportivo Cali | | 2:1 (2:1) |
| Buenos Aires |
Copa Libertadores 1999, Final |
| 16.06.1999 | | Palmeiras | | Deportivo Cali | | 2:1 (0:0), pen. 4:3 |
| São Paulo |
Copa Libertadores 1999, Final |
| 02.06.1999 | | Deportivo Cali | | Palmeiras | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1999, Semifinal |
| 26.05.1999 | | Cerro Porteño | | Deportivo Cali | | 3:2 (1:1) |
| Asunción |
Copa Libertadores 1999, Semifinal |
| 19.05.1999 | | Deportivo Cali | | Cerro Porteño | | 4:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1999, Quarterfinal |
| 12.05.1999 | | Bella Vista | | Deportivo Cali | | 1:1 (0:0) |
| Maldonado |
Copa Libertadores 1999, Quarterfinal |
| 05.05.1999 | | Deportivo Cali | | Bella Vista | | 2:1 (1:1) |
| Santiago de Cali |
Copa Libertadores 1999, 1/8 finals |
| 21.04.1999 | | Colo-Colo | | Deportivo Cali | | 1:0 (0:0) |
| Santiago |
Copa Libertadores 1999, 1/8 finals |
| 14.04.1999 | | Deportivo Cali | | Colo-Colo | | 2:0 (2:0) |
| Santiago de Cali |
Copa Libertadores 1999, Group 2 |
| 17.03.1999 | | Once Caldas | | Deportivo Cali | | 3:0 (1:0) |
| Manizales |
Copa Libertadores 1999, Group 2 |
| 11.03.1999 | | Deportivo Cali | | Vélez Sársfield | | 1:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 1999, Group 2 |
| 04.03.1999 | | Deportivo Cali | | River Plate | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1999, Group 2 |
| 24.02.1999 | | Deportivo Cali | | Once Caldas | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1997, Group 5 |
| 18.04.1997 | | Peñarol | | Deportivo Cali | | 4:3 (1:2) |
| Montevideo |
Copa Libertadores 1997, Group 5 |
| 15.04.1997 | | Nacional Montevideo | | Deportivo Cali | | 1:1 (1:1) |
| Montevideo |
Copa Libertadores 1997, Group 5 |
| 08.04.1997 | | Deportivo Cali | | Nacional Montevideo | | 0:1 (0:1) |
| Santiago de Cali |
Copa Libertadores 1997, Group 5 |
| 19.03.1997 | | Los Millonarios | | Deportivo Cali | | 2:2 (2:0) |
| Bogotá |
Copa Libertadores 1997, Group 5 |
| 11.03.1997 | | Deportivo Cali | | Peñarol | | 2:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 1997, Group 5 |
| 27.02.1997 | | Deportivo Cali | | Los Millonarios | | 1:2 (0:2) |
| Santiago de Cali |
Copa Libertadores 1987, First Round, Group 2 |
| 08.07.1987 | | América de Cali | | Deportivo Cali | | 0:0 aet, pen. 4:2 * |
| Santiago de Cali |
Copa Libertadores 1987, First Round, Group 2 |
| 09.06.1987 | | Deportivo Cali | | The Strongest | | 4:0 (2:0) |
| Santiago de Cali |
Copa Libertadores 1987, First Round, Group 2 |
| 02.06.1987 | | Deportivo Cali | | Oriente Petrolero | | 5:1 (3:0) |
| Santiago de Cali |
Copa Libertadores 1987, First Round, Group 2 |
| 26.05.1987 | | Deportivo Cali | | América de Cali | | 2:1 (2:0) |
| Santiago de Cali |
Copa Libertadores 1987, First Round, Group 2 |
| 15.05.1987 | | Oriente Petrolero | | Deportivo Cali | | 0:1 (0:0) |
| Santa Cruz de la Sierra |
Copa Libertadores 1987, First Round, Group 2 |
| 12.05.1987 | | The Strongest | | Deportivo Cali | | 2:1 (1:1) |
| La Paz |
Copa Libertadores 1987, First Round, Group 2 |
| 07.05.1987 | | América de Cali | | Deportivo Cali | | 1:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 1986, First Round, Group 2 |
| 22.04.1986 | | Cobresal | | Deportivo Cali | | 1:1 (1:1) |
| El Salvador |
Copa Libertadores 1986, First Round, Group 2 |
| 15.04.1986 | | Universidad Católica | | Deportivo Cali | | 1:3 (1:2) |
| Santiago |
Copa Libertadores 1986, First Round, Group 2 |
| 10.04.1986 | | Deportivo Cali | | América de Cali | | 0:1 (0:0) |
| Santiago de Cali |
Copa Libertadores 1986, First Round, Group 2 |
| 04.04.1986 | | Deportivo Cali | | Universidad Católica | | 3:1 (1:0) |
| Santiago de Cali |
Copa Libertadores 1986, First Round, Group 2 |
| 21.03.1986 | | Deportivo Cali | | Cobresal | | 1:1 (1:1) |
| Santiago de Cali |
Copa Libertadores 1986, First Round, Group 2 |
| 12.03.1986 | | América de Cali | | Deportivo Cali | | 0:0 |
| Santiago de Cali |
Copa Libertadores 1981, Semifinal group 1 |
| 27.10.1981 | | Jorge Wilstermann | | Deportivo Cali | | 1:1 (1:0) |
| Cochabamba |
Copa Libertadores 1981, Semifinal group 1 |
| 23.10.1981 | | Flamengo | | Deportivo Cali | | 3:0 (1:0) |
| Rio de Janeiro |
Copa Libertadores 1981, Semifinal group 1 |
| 16.10.1981 | | Deportivo Cali | | Jorge Wilstermann | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1981, Semifinal group 1 |
| 02.10.1981 | | Deportivo Cali | | Flamengo | | 0:1 (0:1) |
| Santiago de Cali |
Copa Libertadores 1981, First Round, Group 1 |
| 24.04.1981 | | Rosario Central | | Deportivo Cali | | 2:1 (1:1) |
| Rosario |
Copa Libertadores 1981, First Round, Group 1 |
| 22.04.1981 | | River Plate | | Deportivo Cali | | 1:2 (1:1) |
| Buenos Aires |
Copa Libertadores 1981, First Round, Group 1 |
| 09.04.1981 | | Deportivo Cali | | Junior | | 4:1 (2:1) |
| Santiago de Cali |
Copa Libertadores 1981, First Round, Group 1 |
| 03.04.1981 | | Deportivo Cali | | River Plate | | 2:1 (1:0) |
| Santiago de Cali |
Copa Libertadores 1981, First Round, Group 1 |
| 31.03.1981 | | Deportivo Cali | | Rosario Central | | 1:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 1981, First Round, Group 1 |
| 25.03.1981 | | Junior | | Deportivo Cali | | 1:0 (0:0) |
| Barranquilla |
Copa Libertadores 1979, First Round, Group 1 |
| 13.04.1979 | | Quilmes | | Deportivo Cali | | 3:1 (2:0) |
| Quilmes |
Copa Libertadores 1979, First Round, Group 1 |
| 10.04.1979 | | Independiente Avellaneda | | Deportivo Cali | | 1:0 (1:0) |
| Avellaneda |
Copa Libertadores 1979, First Round, Group 1 |
| 04.04.1979 | | Deportivo Cali | | Los Millonarios | | 2:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 1979, First Round, Group 1 |
| 23.03.1979 | | Deportivo Cali | | Independiente Avellaneda | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1979, First Round, Group 1 |
| 20.03.1979 | | Deportivo Cali | | Quilmes | | 3:2 (1:1) |
| Santiago de Cali |
Copa Libertadores 1979, First Round, Group 1 |
| 14.03.1979 | | Los Millonarios | | Deportivo Cali | | 1:1 (0:1) |
| Bogotá |
Copa Libertadores 1978, Final |
| 28.11.1978 | | Boca Juniors | | Deportivo Cali | | 4:0 (1:0) |
| Buenos Aires |
Copa Libertadores 1978, Final |
| 23.11.1978 | | Deportivo Cali | | Boca Juniors | | 0:0 |
| Santiago de Cali |
Copa Libertadores 1978, Semifinal group 2 |
| 18.10.1978 | | Cerro Porteño | | Deportivo Cali | | 0:4 (0:1) |
| Asunción |
Copa Libertadores 1978, Semifinal group 2 |
| 14.10.1978 | | Alianza Lima | | Deportivo Cali | | 1:4 (0:1) |
| Lima |
Copa Libertadores 1978, Semifinal group 2 |
| 21.09.1978 | | Deportivo Cali | | Alianza Lima | | 3:2 (2:2) |
| Santiago de Cali |
Copa Libertadores 1978, Semifinal group 2 |
| 17.09.1978 | | Deportivo Cali | | Cerro Porteño | | 1:1 (0:0) |
| Santiago de Cali |
Copa Libertadores 1978, First Round, Group 4 |
| 23.07.1978 | | Danubio | | Deportivo Cali | | 3:0 (1:0) |
| Montevideo |
Copa Libertadores 1978, First Round, Group 4 |
| 18.07.1978 | | Peñarol | | Deportivo Cali | | 0:2 (0:1) |
| Montevideo |
Copa Libertadores 1978, First Round, Group 4 |
| 09.07.1978 | | Deportivo Cali | | Junior | | 0:0 |
| Santiago de Cali |
Copa Libertadores 1978, First Round, Group 4 |
| 17.05.1978 | | Deportivo Cali | | Danubio | | 2:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1978, First Round, Group 4 |
| 14.05.1978 | | Deportivo Cali | | Peñarol | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1978, First Round, Group 4 |
| 12.04.1978 | | Junior | | Deportivo Cali | | 0:0 |
| Barranquilla |
Copa Libertadores 1977, Semifinal group 1 |
| 16.08.1977 | | Boca Juniors | | Deportivo Cali | | 1:1 (0:0) |
| Buenos Aires |
Copa Libertadores 1977, Semifinal group 1 |
| 10.08.1977 | | Libertad | | Deportivo Cali | | 2:1 (2:0) |
| Asunción |
Copa Libertadores 1977, Semifinal group 1 |
| 03.08.1977 | | Deportivo Cali | | Boca Juniors | | 1:1 (1:1) |
| Santiago de Cali |
Copa Libertadores 1977, Semifinal group 1 |
| 27.07.1977 | | Deportivo Cali | | Libertad | | 0:0 |
| Santiago de Cali |
Copa Libertadores 1977, First Round, Group 2 |
| 22.05.1977 | | Deportivo Cali | | Oriente Petrolero | | 3:0 (2:0) |
| Santiago de Cali |
Copa Libertadores 1977, First Round, Group 2 |
| 19.05.1977 | | Deportivo Cali | | Bolívar | | 3:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1977, First Round, Group 2 |
| 15.05.1977 | | Deportivo Cali | | Atlético Nacional | | 3:1 (1:1) |
| Santiago de Cali |
Copa Libertadores 1977, First Round, Group 2 |
| 08.05.1977 | | Oriente Petrolero | | Deportivo Cali | | 1:0 (0:0) |
| Santa Cruz de la Sierra |
Copa Libertadores 1977, First Round, Group 2 |
| 04.05.1977 | | Bolívar | | Deportivo Cali | | 3:0 (1:0) |
| La Paz |
Copa Libertadores 1977, First Round, Group 2 |
| 27.04.1977 | | Atlético Nacional | | Deportivo Cali | | 0:3 (0:2) |
| Medellín |
Copa Libertadores 1975, First Round, Group 3 |
| 10.04.1975 | | Cruzeiro | | Deportivo Cali | | 2:1 (1:0) |
| Belo Horizonte |
Copa Libertadores 1975, First Round, Group 3 |
| 06.04.1975 | | Vasco da Gama | | Deportivo Cali | | 0:0 |
| Rio de Janeiro |
Copa Libertadores 1975, First Round, Group 3 |
| 23.03.1975 | | Atlético Nacional | | Deportivo Cali | | 2:1 (0:1) |
| Medellín |
Copa Libertadores 1975, First Round, Group 3 |
| 13.03.1975 | | Deportivo Cali | | Vasco da Gama | | 2:1 (1:1) |
| Santiago de Cali |
Copa Libertadores 1975, First Round, Group 3 |
| 09.03.1975 | | Deportivo Cali | | Cruzeiro | | 1:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1975, First Round, Group 3 |
| 23.02.1975 | | Deportivo Cali | | Atlético Nacional | | 0:0 |
| Santiago de Cali |
Copa Libertadores 1973, First Round, Group 4 |
| 21.03.1973 | | Deportivo Cali | | Los Millonarios | | 0:0 |
| Santiago de Cali |
Copa Libertadores 1973, First Round, Group 4 |
| 15.03.1973 | | Los Millonarios | | Deportivo Cali | | 6:2 (2:1) |
| Bogotá |
Copa Libertadores 1971, First Round, Group 5 |
| 28.03.1971 | | Deportivo Cali | | Junior | | 2:0 (1:0) |
| Santiago de Cali |
Copa Libertadores 1971, First Round, Group 5 |
| 21.03.1971 | | Deportivo Cali | | Barcelona | | 3:1 (0:0) |
| Santiago de Cali |
Copa Libertadores 1971, First Round, Group 5 |
| 18.03.1971 | | Deportivo Cali | | Emelec | | 1:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 1971, First Round, Group 5 |
| 07.03.1971 | | Emelec | | Deportivo Cali | | 3:1 (2:1) |
| Guayaquil |
Copa Libertadores 1971, First Round, Group 5 |
| 03.03.1971 | | Barcelona | | Deportivo Cali | | 1:0 (0:0) |
| Guayaquil |
Copa Libertadores 1971, First Round, Group 5 |
| 28.02.1971 | | Junior | | Deportivo Cali | | 2:1 (1:0) |
| Barranquilla |
Copa Libertadores 1970, First Round, Group 3 |
| 24.03.1970 | | Guaraní Asunción | | Deportivo Cali | | 1:1 (1:0) |
| Asunción |
Copa Libertadores 1970, First Round, Group 3 |
| 21.03.1970 | | Olimpia | | Deportivo Cali | | 5:1 (3:1) |
| Asunción |
Copa Libertadores 1970, First Round, Group 3 |
| 18.03.1970 | | Rangers | | Deportivo Cali | | 0:2 (0:0) |
| Talca |
Copa Libertadores 1970, First Round, Group 3 |
| 15.03.1970 | | Universidad de Chile | | Deportivo Cali | | 3:1 (0:1) |
| Santiago |
Copa Libertadores 1970, First Round, Group 3 |
| 11.03.1970 | | América de Cali | | Deportivo Cali | | 2:4 (1:3) |
| Santiago de Cali |
Copa Libertadores 1970, First Round, Group 3 |
| 08.03.1970 | | Deportivo Cali | | Guaraní Asunción | | 0:0 |
| Santiago de Cali |
Copa Libertadores 1970, First Round, Group 3 |
| 05.03.1970 | | Deportivo Cali | | Olimpia | | 0:1 (0:1) |
| Santiago de Cali |
Copa Libertadores 1970, First Round, Group 3 |
| 01.03.1970 | | Deportivo Cali | | América de Cali | | 4:2 (3:1) |
| Santiago de Cali |
Copa Libertadores 1970, First Round, Group 3 |
| 25.02.1970 | | Deportivo Cali | | Rangers | | 3:2 (0:1) |
| Santiago de Cali |
Copa Libertadores 1970, First Round, Group 3 |
| 15.02.1970 | | Deportivo Cali | | Universidad de Chile | | 2:0 |
| Santiago de Cali |
Copa Libertadores 1969, Second round, group 2 |
| 16.04.1969 | | Santiago Wanderers | | Deportivo Cali | | 3:3 (2:0) |
| Viña del Mar |
Copa Libertadores 1969, Second round, group 2 |
| 13.04.1969 | | Nacional Montevideo | | Deportivo Cali | | 2:0 (2:0) |
| Montevideo |
Copa Libertadores 1969, Second round, group 2 |
| 06.04.1969 | | Deportivo Cali | | Santiago Wanderers | | 5:1 (3:1) |
| Santiago de Cali |
Copa Libertadores 1969, Second round, group 2 |
| 02.04.1969 | | Deportivo Cali | | Nacional Montevideo | | 1:5 (1:3) |
| Santiago de Cali |
Copa Libertadores 1969, First Round, Group 1 |
| 16.03.1969 | | Deportivo Cali | | Canarias | | 2:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 1969, First Round, Group 1 |
| 13.03.1969 | | Deportivo Cali | | Deportivo Italia | | 3:0 (2:0) |
| Santiago de Cali |
Copa Libertadores 1969, First Round, Group 1 |
| 09.03.1969 | | Deportivo Cali | | Unión Magdalena | | 3:1 (1:1) |
| Santiago de Cali |
Copa Libertadores 1969, First Round, Group 1 |
| 01.03.1969 | | Deportivo Italia | | Deportivo Cali | | 2:1 (1:0) |
| Caracas |
Copa Libertadores 1969, First Round, Group 1 |
| 26.02.1969 | | Canarias | | Deportivo Cali | | 1:1 (0:0) |
| Caracas |
Copa Libertadores 1969, First Round, Group 1 |
| 23.02.1969 | | Unión Magdalena | | Deportivo Cali | | 2:2 (0:0) |
| Santa Marta |
Copa Libertadores 1968, First Round, Group 1 |
| 06.03.1968 | | Independiente Avellaneda | | Deportivo Cali | | 3:2 (3:0) * |
| Lima |
Copa Libertadores 1968, First Round, Group 1 |
| 28.02.1968 | | Deportivo Cali | | Los Millonarios | | 1:0 (0:0) |
| Santiago de Cali |
Copa Libertadores 1968, First Round, Group 1 |
| 22.02.1968 | | Independiente Avellaneda | | Deportivo Cali | | 1:1 (1:0) |
| Avellaneda |
Copa Libertadores 1968, First Round, Group 1 |
| 17.02.1968 | | Estudiantes La Plata | | Deportivo Cali | | 3:0 (1:0) |
| La Plata |
Copa Libertadores 1968, First Round, Group 1 |
| 14.02.1968 | | Los Millonarios | | Deportivo Cali | | 4:2 (1:1) |
| Bogotá |
Copa Libertadores 1968, First Round, Group 1 |
| 11.02.1968 | | Deportivo Cali | | Estudiantes La Plata | | 1:2 (0:0) |
| Santiago de Cali |
Copa Libertadores 1968, First Round, Group 1 |
| 08.02.1968 | | Deportivo Cali | | Independiente Avellaneda | | 1:0 (0:0) |
| Santiago de Cali |