Round: 25 Ground: Clay
| ITF Netherlands F5 | 2016/08/17 10:30 | Geoffrey Blancaneaux v Cristian Rodriguez | 5-7,3-6 |
| Challenger Cortina Qual | 2016/07/30 10:45 | Viktor Galovic v Cristian Rodriguez | 4-6,6-4,6-1 |
| Challenger Cali 2 | 2016/07/08 16:30 | Darian King v Cristian Rodriguez | 6-4,5-7,6-1 |
| Challenger Cali 2 | 2016/07/07 17:10 | Cristian Rodriguez v Akira Santillan | 6-4,6-3 |
| Challenger Cali 2 | 2016/07/05 16:30 | Cristian Rodriguez v Nicolas Mejia | 6-4,6-3 |
| ITF Colombia F3 | 2016/06/30 18:45 | Cristian Rodriguez v Tomas Barrios Vera | 6-7,7-6,4-6 |
| ITF Colombia F3 | 2016/06/29 17:45 | Maximiliano Estevez v Cristian Rodriguez | 1-6,2-6 |
| ITF Colombia F3 | 2016/06/28 18:45 | Cristian Rodriguez v Roberto Cid Subervi | 6-2,6-1 |
| Challenger Curitiba | 2016/09/01 14:00 | Daniel Dutra Da Silva v Gonzalo Escobar | 5-7,6-3,3-6 |
| Challenger Curitiba | 2016/08/31 15:30 | Joao Souza v Daniel Dutra Da Silva | 6-7,4-6 |
| ITF Brazil F3 | 2016/07/12 17:30 | Oscar Jose Gutierrez v Daniel Dutra Da Silva | 6-1,6-4 |
| 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 |