Round: 46 Ground: Clay
| Challenger Lima Qual | 2016/10/22 15:30 | Mateo Vereau v Esteban Bruna | 5-7,1-6 |
| Challenger Santiago 2 Qual | 2016/10/15 12:00 | Pedro Sakamoto v Esteban Bruna | 6-2,6-4 |
| Challenger Buenos Aires 2 Qual | 2016/10/08 13:00 | Pedro Sakamoto v Esteban Bruna | 6-1,4-6,6-3 |
| ITF Belgium F14 | 2016/09/10 09:00 | Esteban Bruna v Nikolas Walterscheid-Tukic | 4-6,5-7 |
| ITF Belgium F13 | 2016/09/07 08:00 | Esteban Bruna v Corentin Denolly | 4-6,2-6 |
| ITF Belgium F13 Qual | 2016/09/05 16:00 | Esteban Bruna v Michael-Ray Pallares-Gonzalez | 6-4,6-1 |
| ITF Belgium F13 Qual | 2016/09/05 12:05 | Esteban Bruna v Robi Tholl | 6-1,6-3 |
| ITF Netherlands F7 | 2016/08/27 10:00 | Esteban Bruna v Marvin Greven | 4-6,3-6 |
| Challenger Santiago 2 | 2016/10/19 17:00 | Juan Pablo Paz v Thiago Monteiro | 4-6,2-6 |
| Challenger Santiago 2 | 2016/10/18 19:20 | Juan Pablo Paz v Juan Pablo Ficovich | 6-1,6-3 |
| Challenger Santiago 2 Qual | 2016/10/16 18:25 | Juan Pablo Paz v Orlando Luz | 6-3,1-6,6-2 |
| Challenger Santiago 2 Qual | 2016/10/15 17:25 | Juan Pablo Paz v Cristopher Kohl | 6-2,6-1 |
| 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 19:55 | Juan Pablo Paz v Joao Pedro Sorgi | 6-3,4-6,6-1 |
| Challenger Campinas | 2016/10/05 15:35 | Rogerio Dutra Silva v Juan Pablo Paz | 7-5,6-3 |
| Challenger Manerbio Qual | 2016/08/21 09:30 | Juan Pablo Paz v Albert Alcaraz Ivorra | 6-4,2-6,1-6 |