Round: 26 Ground: Clay
| ITF Brazil F4 | 2016/07/19 17:20 | Gasperini, Lourenzo v Telles, Leonardo | 0-6,4-6 |
| ITF Brazil F3 | 2016/07/14 19:45 | Hidalgo, Gabriel Alejandro v Telles, Leonardo | 6-7,6-4,6-4 |
| ITF Brazil F3 | 2016/07/12 14:55 | Telles, Leonardo v D'Annunzio, Felipe | 6-3,6-2 |
| ITF Brazil F3 | 2016/07/11 12:00 | Telles, Leonardo v Enrique Bogo | 6-2,6-7,7-5 |
| ITF Brazil F3 | 2016/07/10 12:00 | Costa, Fabio v Telles, Leonardo | 4-6,7-6,3-6 |
| ITF Brazil F1 | 2016/06/28 13:00 | Telles, Leonardo v Santanna, B. | 3-6,4-6 |
| ITF Brazil F1 | 2016/06/25 13:00 | Telles, Leonardo v Luis Britto | 5-7,6-4,7-6 |
| ITF USA F34 Qual | 2015/11/23 16:00 | Telles, Leonardo v Hady Habib | 7-6,2-6,4-6 |
| ITF Brazil F4 | 2016/07/19 18:35 | Jofre, Facundo v Oscar Jose Gutierrez | 1-6,3-6 |
| ITF Brazil F3 | 2016/07/14 17:00 | Matos, Rafael v Oscar Jose Gutierrez | 7-5,2-6,6-3 |
| ITF Brazil F3 | 2016/07/12 17:30 | Oscar Jose Gutierrez v Daniel Dutra Da Silva | 6-1,6-4 |
| ITF Brazil F2 | 2016/07/09 20:00 | Oscar Jose Gutierrez v Romboli, Fernando | 4-6,3-6 |
| ITF Brazil F2 | 2016/07/08 20:00 | Oscar Jose Gutierrez v Matos, Rafael | 6-4,2-6,6-1 |
| ITF Brazil F2 | 2016/07/07 17:00 | Oscar Jose Gutierrez v Santos, Nicolas | 6-4,6-3 |
| ITF Brazil F2 | 2016/07/06 14:00 | Severino, Carlos Eduardo v Oscar Jose Gutierrez | 3-6,4-6 |
| ITF Brazil F1 | 2016/06/30 14:00 | Oscar Jose Gutierrez v Turini, Thales | 5-7,1-6 |