1st(1st leg) Rosario Central - Deportes Concepción 2:2 (0:0)
2nd (2nd leg) Deportes Concepción - Rosario Central 2:1 (0:0)
1st(1st leg): 12/10/1999 00:00 2nd (2nd leg): 20/10/1999 00:00 Winner: Deportes Concepción
1st(1st leg) Atlético Huila - São Raimundo - AM 1:2 (0:1)
2nd (2nd leg) São Raimundo - AM - Atlético Huila 2:1 (1:1)
1st(1st leg): 13/10/1999 20:00 2nd (2nd leg): 20/10/1999 23:30 Winner: São Raimundo - AM
1st(1st leg) Independiente Petrolero - Talleres de Córdoba 4:1 (3:0)
2nd (2nd leg) Talleres de Córdoba - Independiente Petrolero 5:4 (2:0, 3:0, 3:0) pso
1st(1st leg): 13/10/1999 20:00 2nd (2nd leg): 21/10/1999 00:30 Winner: Talleres de Córdoba
1st(1st leg) Estudiantes de Mérida - Deportes Quindío 2:0 (0:0)
2nd (2nd leg) Deportes Quindío - Estudiantes de Mérida 3:5 (0:0, 2:0, 2:0) pso
1st(1st leg): 13/10/1999 20:00 2nd (2nd leg): 19/10/1999 23:00 Winner: Estudiantes de Mérida
1st(1st leg) River Plate - Rentistas dnp
2nd (2nd leg) Rentistas - River Plate dnp
1st(1st leg): 14/10/1999 2nd (2nd leg): 20/10/1999 Winner: River Plate
1st(1st leg) Deportivo Cuenca - Sport Boys 2:2 (1:1)
2nd (2nd leg) Sport Boys - Deportivo Cuenca 4:3 (0:0, 0:0, 0:0) pso
1st(1st leg): 13/10/1999 23:00 2nd (2nd leg): 19/10/1999 18:30 Winner: Sport Boys
1st(1st leg) Paraná Clube - San Lorenzo 1:0 (0:0)
2nd (2nd leg) San Lorenzo - Paraná Clube 1:3 (0:0, 2:1, 2:1) pso
1st(1st leg): 13/10/1999 23:30 2nd (2nd leg): 19/10/1999 23:30 Winner: Paraná Clube
1st(1st leg) CSA - AL - Vila Nova - GO 2:0 (1:0)
2nd (2nd leg) Vila Nova - GO - CSA - AL 3:4 (1:0, 2:0, 2:0) pso
1st(1st leg): 18/10/1999 23:30 2nd (2nd leg): 26/10/1999 00:00 Winner: CSA - AL
Copa Conmebol
Copa Conmebol