Round: 27 Ground: Hardcourt indoor
| Challenger Santiago 2 | 2016/10/20 18:00 | Horacio Zeballos v Pedro Sousa | 7-6,6-4 |
| Challenger Santiago 2 | 2016/10/19 21:10 | Pedro Sousa v Guido Andreozzi | 7-5,7-5 |
| Challenger Santiago 2 | 2016/10/18 16:50 | Tomas Lipovsek Puches v Pedro Sousa | 5-7,6-3,3-6 |
| Challenger Buenos Aires 2 | 2016/10/14 18:40 | Renzo Olivo v Pedro Sousa | 6-2,6-3 |
| Challenger Buenos Aires 2 | 2016/10/13 20:20 | Pedro Sousa v Juan Pablo Paz | 7-5,7-5 |
| Challenger Buenos Aires 2 | 2016/10/11 19:40 | Marcelo Zormann v Pedro Sousa | 1-6,4-6 |
| Challenger Campinas | 2016/10/08 18:30 | Carlos Berlocq v Pedro Sousa | 6-0,6-4 |
| Challenger Campinas | 2016/10/07 16:40 | Juan Ignacio Londero v Pedro Sousa | 5-7,6-7 |