Round: 25 Ground: Clay
| Challenger Cali 2 Qual | 2016/07/03 14:30 | Gaston-Arturo Grimolizzi v Jorge Montero | 3-6,1-6 |
| ITF Colombia F3 | 2016/06/30 16:00 | Gonzalo Villanueva v Gaston-Arturo Grimolizzi | 6-0,7-6 |
| ITF Colombia F3 | 2016/06/28 14:30 | Gaston-Arturo Grimolizzi v Facundo Mena | 6-3,6-4 |
| ITF Colombia F2 | 2016/06/21 15:00 | Matias Zukas v Gaston-Arturo Grimolizzi | 6-4,6-2 |
| ITF Colombia F1 | 2016/06/14 19:25 | Gaston-Arturo Grimolizzi v Roberto Cid Subervi | 7-5,4-6,2-6 |
| ITF Argentina F8 | 2016/05/23 22:00 | Gaston-Arturo Grimolizzi v Santiago Villarruel | 6-0,6-1 |
| ITF Argentina F7 | 2016/05/18 17:30 | Gabriel Alejandro Hidalgo v Gaston-Arturo Grimolizzi | 6-3,6-2 |
| ITF Argentina F6 | 2016/05/12 19:00 | Marcelo Zormann v Gaston-Arturo Grimolizzi | 7-6,6-4 |
| ATP Umag Qual | 2016/07/17 09:00 | Enrique Lopez-Perez v Juan Pablo Paz | 7-5,6-4 |
| ATP Umag Qual | 2016/07/16 09:00 | Danilo Petrovic v Juan Pablo Paz | 0-6,6-7 |
| ITF Italy F20 | 2016/07/13 14:35 | Juan Pablo Paz v Davide Galoppini | 3-6,4-6 |
| ITF Italy F20 | 2016/07/12 19:00 | Juan Pablo Paz v Andrea Turco | 6-1,6-2 |
| ITF Italy F19 | 2016/07/09 09:00 | Juan Pablo Paz v Cristian Garin | 2-6,0-6 |
| ITF Italy F19 | 2016/07/08 13:30 | Tomas Lipovsek Puches v Juan Pablo Paz | 3-6,6-4,2-6 |
| ITF Italy F19 | 2016/07/07 09:00 | Juan Pablo Paz v Matteo Fago | 6-2,6-4 |
| ITF Italy F19 | 2016/07/06 14:05 | Juan Pablo Paz v Alessandro Ceppellini | 6-2,6-2 |