Round of 16 | 13/10/1999 | Deportivo Cuenca | - | Sport Boys | 2:2 | ||||
Round of 16 | 19/10/1999 | Sport Boys | - | Deportivo Cuenca | 4:3 pso | ||||
Quarter-finals | 03/11/1999 | Sport Boys | - | São Raimundo - AM | 1:1 | ||||
Quarter-finals | 09/11/1999 | São Raimundo - AM | - | Sport Boys | 4:0 |