Round: 25 Ground: Clay
| Challenger Meerbusch Qual | 2016/08/13 11:30 | Sebastian Serrano v Cristobal Grandon Diaz | 2-6,6-2,6-3 |
| ITF Tunisia F15 | 2016/04/20 09:00 | Cristobal Grandon Diaz v Alexis Musialek | 2-6,0-6 |
| ITF Argentina F3 | 2016/03/13 15:30 | Luciano Betella v Cristobal Grandon Diaz | 6-3,6-2 |
| ITF Argentina F3 | 2016/03/12 16:30 | Cristobal Grandon Diaz v Brian Orradre | 6-4,6-1 |
| Challenger Santiago 2 Qual | 2016/03/05 15:55 | Pedro Sakamoto v Cristobal Grandon Diaz | 6-1,6-3 |
| ITF Tunisia F8 | 2016/03/01 12:30 | Cristobal Grandon Diaz v Amine Ahouda | 4-6,0-6 |
| ITF Tunisia F7 | 2016/02/22 11:00 | Amine Ahouda v Cristobal Grandon Diaz | 6-2,6-2 |
| ITF Tunisia F7 | 2016/02/21 11:00 | Davide Albertoni v Cristobal Grandon Diaz | 6-4,1-6,5-7 |
| ITF Argentina F12 | 2016/11/05 11:50 | Matias Zukas v Federico Coria | 4-6,2-6 |
| ITF Argentina F12 | 2016/11/04 23:00 | Matias Zukas v Federico Coria | 4-6,2-6 |
| ITF Argentina F12 | 2016/11/03 23:00 | Matias Zukas v Carlos E. Severino | 6-3,6-3 |
| ITF Argentina F12 | 2016/11/02 23:00 | Matias Zukas v Ryusei Makiguchi | 2-6,6-4,6-4 |
| ITF Argentina F12 | 2016/10/31 23:00 | Matias Zukas v Franco Ribero | 6-4,7-6 |
| ITF Ecuador F3 | 2016/10/28 17:10 | Roberto Quiroz v Matias Zukas | 6-4,5-7,6-2 |
| ITF Ecuador F3 | 2016/10/27 15:00 | Ricardo Hocevar v Matias Zukas | 3-6,7-5,5-7 |
| ITF Ecuador F3 | 2016/10/26 15:00 | Ryusei Makiguchi v Matias Zukas | 1-6,6-7 |