Group 1
23/02/1969 Unión Magdalena - Deportivo Cali 2:2 (0:0)
Deportivo Italia - Unión Deportivo Canarias 2:0 (2:0)
26/02/1969 Unión Deportivo Canarias - Deportivo Cali 1:1 (0:0)
01/03/1969 Deportivo Italia - Deportivo Cali 2:1 (2:0)
02/03/1969 Unión Deportivo Canarias - Unión Magdalena 1:0 (1:0)
05/03/1969 Deportivo Italia - Unión Magdalena 2:0 (0:0)
09/03/1969 Unión Deportivo Canarias - Deportivo Italia 1:1 (1:0)
Deportivo Cali - Unión Magdalena 3:1 (1:1)
13/03/1969 Deportivo Cali - Deportivo Italia 3:0 (2:0)
Unión Magdalena - Unión Deportivo Canarias 1:0 (0:0)
16/03/1969 Unión Magdalena - Deportivo Italia 3:0 (1:0)
Deportivo Cali - Unión Deportivo Canarias 2:0 (0:0)
Group 2
26/02/1969 Sporting Cristal - Juan Aurich 3:3 (1:2)
Universidad Católica - Santiago Wanderers 1:3 (0:2)
01/03/1969 Juan Aurich - Universidad Católica 2:4 (0:2)
Sporting Cristal - Santiago Wanderers 2:1 (1:1)
03/03/1969 Sporting Cristal - Universidad Católica 2:0 (0:0)
Juan Aurich - Santiago Wanderers 3:1 (2:0)
06/03/1969 Juan Aurich - Sporting Cristal 2:2 (1:1)
Santiago Wanderers - Universidad Católica 2:3 (1:1)
11/03/1969 Universidad Católica - Juan Aurich 1:2 (0:0)
Santiago Wanderers - Sporting Cristal 2:0 (1:0)
13/03/1969 Universidad Católica - Sporting Cristal 3:2 (2:0)
Santiago Wanderers - Juan Aurich 4:1 (1:1)
Group 3
31/01/1969 Cerro Porteño - Club Olimpia 4:1 (1:1)
02/02/1969 Bolívar - Litoral de Cochabamba 1:0 (1:0)
09/02/1969 Litoral de Cochabamba - Club Olimpia 0:3 (0:2)
Bolívar - Cerro Porteño 2:1 (2:1)
13/02/1969 Litoral de Cochabamba - Cerro Porteño 0:1 (0:1)
Bolívar - Club Olimpia 1:1 (0:1)
22/02/1969 Litoral de Cochabamba - Bolívar 1:1 (1:1)
23/02/1969 Club Olimpia - Cerro Porteño 1:2 (0:0)
02/03/1969 Cerro Porteño - Bolívar 1:1 (0:1)
07/03/1969 Club Olimpia - Bolívar 4:0 (1:0)
09/03/1969 Cerro Porteño - Litoral de Cochabamba 6:0 (4:0)
13/03/1969 Club Olimpia - Litoral de Cochabamba 2:0 (0:0)
Group 4
23/02/1969 Peñarol - Nacional 1:1 (1:1)
Deportivo Quito - Barcelona 1:0 (1:0)
26/02/1969 Deportivo Quito - Nacional 0:0 (0:0)
Barcelona - Peñarol 0:2 (0:1)
02/03/1969 Deportivo Quito - Peñarol 1:1 (1:0)
Barcelona - Nacional 1:1 (1:0)
09/03/1969 Nacional - Peñarol 2:2 (1:0)
Barcelona - Deportivo Quito 0:0 (0:0)
12/03/1969 Peñarol - Deportivo Quito 5:2 (2:1)
13/03/1969 Nacional - Barcelona 2:0 (1:0)
15/03/1969 Peñarol - Barcelona 5:2 (3:1)
16/03/1969 Nacional - Deportivo Quito 4:0 (1:0)
Decider 1. Round
18/03/1969 Club Olimpia - Bolívar 2:1 (0:0, 1:1) aet
Intermediate Gr. B
18/03/1969 Santiago Wanderers - Sporting Cristal 1:1 (0:0)
Universidad Católica - Juan Aurich 4:1 (2:0)
20/03/1969 Sporting Cristal - Universidad Católica 1:2 (0:2)
Juan Aurich - Santiago Wanderers 0:1 (0:0)
Group A
27/03/1969 Deportivo Italia - Cerro Porteño 0:0 (0:0)
31/03/1969 Cerro Porteño - Deportivo Italia 1:0 (0:0)
03/04/1969 Universidad Católica - Deportivo Italia 4:0 (1:0)
08/04/1969 Universidad Católica - Cerro Porteño 1:0 (1:0)
15/04/1969 Deportivo Italia - Universidad Católica 3:2 (1:0)
18/04/1969 Cerro Porteño - Universidad Católica 0:0 (0:0)
Group B
27/03/1969 Santiago Wanderers - Nacional 1:1 (1:0)
02/04/1969 Deportivo Cali - Nacional 1:5 (1:3)
06/04/1969 Deportivo Cali - Santiago Wanderers 5:1 (3:1)
09/04/1969 Nacional - Santiago Wanderers 2:0 (1:0)
13/04/1969 Nacional - Deportivo Cali 2:0 (2:0)
16/04/1969 Santiago Wanderers - Deportivo Cali 3:3 (2:0)
Group C
30/03/1969 Peñarol - Club Olimpia 1:1 (0:0)
07/04/1969 Club Olimpia - Peñarol 0:1 (0:0)
Semi-finals
26/04/1969 Nacional - Peñarol 2:0 (2:0)
01/05/1969 Universidad Católica - Estudiantes 1:3 (1:2)
30/04/1969 Peñarol - Nacional 1:0 (1:0)
07/05/1969 Estudiantes - Universidad Católica 3:1 (3:1)
04/05/1969 Nacional - Peñarol 0:0 (0:0, 0:0) aet
Final
15/05/1969 Nacional - Estudiantes 0:1 (0:0)
21/05/1969 Estudiantes - Nacional 2:0 (2:0)
Copa Libertadores
Copa Libertadores

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