Round: 25 Ground: Clay
| ITF Argentina F9 | 2016/06/01 22:00 | Oscar Jose Gutierrez v Daniel Dutra Da Silva | 1-6,6-7 |
| ITF Brazil F6 | 2015/10/28 17:50 | Oscar Jose Gutierrez v Daniel Dutra Da Silva | 6-7,1-6 |
| ITF Brazil F2 | 2016/07/09 20:00 | Oscar Jose Gutierrez v Fernando Romboli | 4-6,3-6 |
| ITF Brazil F2 | 2016/07/08 20:00 | Oscar Jose Gutierrez v Rafael Matos | 6-4,2-6,6-1 |
| ITF Brazil F2 | 2016/07/07 17:00 | Oscar Jose Gutierrez v Nicolas Santos | 6-4,6-3 |
| ITF Brazil F2 | 2016/07/06 14:00 | Carlos E. Severino v Oscar Jose Gutierrez | 3-6,4-6 |
| ITF Brazil F1 | 2016/06/30 14:00 | Oscar Jose Gutierrez v Thales Turini | 5-7,1-6 |
| ITF Brazil F1 | 2016/06/29 13:30 | Oscar Jose Gutierrez v Filipe Brandao | 7-5,6-2 |
| ITF Brazil F1 | 2016/06/28 14:10 | Fernando Romboli v Oscar Jose Gutierrez | 6-3,5-7,4-6 |
| ITF Argentina F9 | 2016/06/01 22:00 | Oscar Jose Gutierrez v Daniel Dutra Da Silva | 1-6,6-7 |
| Challenger Cali 2 | 2016/07/06 16:30 | Daniel Dutra Da Silva v Nicolas Jarry | 3-6,4-6 |
| ITF Brazil F1 | 2016/07/02 14:00 | Bruno Santanna v Daniel Dutra Da Silva | 5-7,3-6 |
| ITF Brazil F1 | 2016/07/01 17:00 | Thales Turini v Daniel Dutra Da Silva | 6-7,1-6 |
| ITF Brazil F1 | 2016/06/30 16:10 | Wilson Leite v Daniel Dutra Da Silva | 2-6,3-6 |
| ITF Brazil F1 | 2016/06/29 13:00 | Augusto Laranja v Daniel Dutra Da Silva | 2-6,0-6 |
| ITF Brazil F1 | 2016/06/28 13:00 | Nicolas Santos v Daniel Dutra Da Silva | 4-6,2-6 |
| ITF Argentina F9 | 2016/06/04 22:00 | Daniel Dutra Da Silva v Juan Carlos Saez | 1-6,6-2,6-3 |
| ITF Argentina F9 | 2016/06/03 22:00 | Daniel Dutra Da Silva v Federico Coria | 3-6,6-4,6-4 |