Round: 26 Ground: Clay
| Challenger Rome 2 Qual | 2016/09/24 13:30 | Cristian Rodriguez v Jacopo Stefanini | 2-6,3-6 |
| Challenger Barranquilla | 2016/09/08 17:00 | Alejandro Gonzalez v Cristian Rodriguez | 1-6,6-1,6-2 |
| Challenger Barranquilla | 2016/09/07 16:30 | Cristian Rodriguez v Daniel Dutra Da Silva | 6-1,6-0 |
| 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 Turkey F42 | 2016/10/19 07:30 | Alessandro Petrone v Artem Smirnov | 4-6,2-6 |
| ITF Tunisia F27 | 2016/10/13 08:30 | Alessandro Petrone v Omar Salman | 7-5,6-7,3-6 |
| ITF Tunisia F27 | 2016/10/11 11:00 | Alessandro Petrone v Matteo Tinelli | 6-4,6-3 |
| ITF Tunisia F26 | 2016/10/07 08:30 | Laurynas Grigelis v Alessandro Petrone | 6-3,6-4 |
| ITF Tunisia F26 | 2016/10/06 08:30 | Alessandro Petrone v Davide Galoppini | 7-5,6-4 |
| ITF Tunisia F26 | 2016/10/05 08:30 | Alessandro Petrone v Nicolo Turchetti | 6-3,6-4 |
| Challenger Rome 2 Qual | 2016/09/24 12:05 | Gianluca Mager v Alessandro Petrone | 6-2,6-4 |
| ITF Italy F30 | 2016/09/21 13:55 | Andrea Basso v Alessandro Petrone | 6-2,6-1 |