Estádio: CANCHA 1 Round: 26
| Challenger Barranquilla | 2016/09/08 17:00 | Maximiliano Estevez v Rogerio Dutra Silva | 1-6,0-6 |
| Challenger - Santiago 2 | 2016/10/18 15:00 | Bastian Malla v Maximiliano Estevez | 4-6,5-7 |
| Challenger - Buenos Aires 2 | 2016/10/11 16:30 | Maximiliano Estevez v Maximo Gonzalez | 4-6,2-6 |
| Challenger - Campinas | 2016/10/04 19:10 | Maximiliano Estevez v Juan Ignacio Londero | 4-6,4-6 |
| Challenger - Santos | 2016/09/20 18:35 | Facundo Bagnis v Maximiliano Estevez | 6-2,6-2 |
| Challenger Barranquilla | 2016/09/08 17:00 | Maximiliano Estevez v Rogerio Dutra Silva | 1-6,0-6 |
| Challenger - Curitiba | 2016/08/31 17:35 | Igor Marcondes v Maximiliano Estevez | 6-4,6-1 |
| Challenger - Cali 2 | 2016/07/05 16:30 | Jose Hernandez-Fernandez v Maximiliano Estevez | 6-0,6-2 |
| ITF - Colômbia F3 | 2016/06/29 17:45 | Maximiliano Estevez v Cristian Cristian Rodríguez | 1-6,2-6 |
| Challenger - Santiago 2 | 2016/10/18 15:30 | Andrea Collarini v Rogerio Dutra Silva | 6-7,6-3,2-6 |
| Challenger - Buenos Aires 2 | 2016/10/15 21:45 | Rogerio Dutra Silva v Leonardo Mayer | 3-6,6-7 |
| Challenger - Buenos Aires 2 | 2016/10/14 16:50 | Horacio Zeballos v Rogerio Dutra Silva | 3-6,6-7 |
| Challenger - Buenos Aires 2 | 2016/10/13 17:30 | Nicolas Kicker v Rogerio Dutra Silva | 1-6,7-6,3-6 |
| Challenger - Buenos Aires 2 | 2016/10/11 16:10 | Tomas Lipovsek Puches v Rogerio Dutra Silva | 1-6,3-6 |
| Challenger - Campinas | 2016/10/08 20:05 | Facundo Bagnis v Rogerio Dutra Silva | 4-6,6-1,7-5 |
| Challenger - Campinas | 2016/10/07 22:50 | Rogerio Dutra Silva v Thiago Monteiro | 6-3,4-6,6-1 |
| Challenger - Campinas | 2016/10/06 18:40 | Rogerio Dutra Silva v Caio Zampieri | 7-5,6-3 |