Round: 46 Ground: Clay
| Challenger Curitiba Qual | 2016/08/27 13:30 | Gustavo De O Cruz v Felipe Garla | 2-6,3-6 |
| ITF Brazil F4 | 2016/07/20 15:00 | Gustavo De O Cruz v Carlos E. Severino | 6-7,3-6 |
| ITF Brazil F4 Qual | 2016/07/17 14:30 | Gustavo De O Cruz v Victor Bertoldo | 6-2,7-5 |
| ITF Brazil F4 Qual | 2016/07/16 16:30 | Gustavo De O Cruz v Enrico dos Santos Lima | 6-0,6-4 |
| ITF Brazil F3 | 2016/07/09 12:00 | Gustavo De O Cruz v Fabio Costa | 4-6,6-4,0-6 |
| ITF Brazil F2 | 2016/07/05 20:00 | Gustavo De O Cruz v Gabriel Alejandro Hidalgo | 5-7,3-6 |
| ITF Brazil F2 | 2016/07/03 17:45 | Gustavo De O Cruz v Felipe D'Annunzio | 6-0,6-1 |
| ITF Brazil F2 | 2016/07/02 14:30 | Gustavo De O Cruz v Pedro Gabriel Rodrigues | 6-4,6-2 |
| Challenger Santos | 2016/09/20 16:30 | Andre Miele v Fabricio Neis | 1-6,1-6 |
| Challenger Curitiba Qual | 2016/08/28 13:30 | Andre Miele v Fabricio Neis | 6-7,1-6 |
| Challenger Curitiba Qual | 2016/08/27 15:15 | Andre Miele v Alexandre G R Girotto | 6-2,6-0 |
| ITF Brazil F4 | 2016/07/22 14:00 | Andre Miele v Carlos E. Severino | 3-6,6-7 |
| ITF Brazil F4 | 2016/07/20 15:25 | Andre Miele v Marvin B Spiering | 6-2,4-6,6-1 |
| ITF Brazil F4 | 2016/07/18 15:15 | Andre Miele v Luis Britto | 6-0,6-1 |
| ITF Brazil F3 | 2016/07/15 17:00 | Fernando Yamacita v Andre Miele | 6-1,6-4 |
| ITF Brazil F3 | 2016/07/13 14:00 | Facundo Jofre v Andre Miele | 3-6,4-6 |