Round: 26 Ground: Clay
| ITF Colombia F3 | 2016/06/30 16:00 | Gonzalo Villanueva v Gaston-Arturo Grimolizzi | 6-0,7-6 |
| ITF Argentina F8 | 2014/09/10 13:00 | Gonzalo Villanueva v Gaston-Arturo Grimolizzi | 5-7,6-7 |
| ITF Argentina F11 | 2016/10/25 15:50 | Gaston-Arturo Grimolizzi v Francisco Vittar | 7-5,2-6,6-3 |
| Challenger Santiago 2 Qual | 2016/10/15 13:30 | Juan Pablo Ficovich v Gaston-Arturo Grimolizzi | 6-2,6-3 |
| ITF Egypt F27 | 2016/10/06 16:00 | Gaston-Arturo Grimolizzi v Lloyd Harris | 1-6,2-6 |
| ITF Egypt F27 | 2016/10/04 16:00 | Gaston-Arturo Grimolizzi v Georg Winkler | 6-1,6-1 |
| ITF Egypt F26 | 2016/09/29 09:30 | Gaston-Arturo Grimolizzi v Jaroslav Pospisil | 2-6,0-6 |
| ITF Egypt F26 | 2016/09/28 08:55 | Franco Feitt v Gaston-Arturo Grimolizzi | 1-6,0-6 |
| ITF Egypt F25 | 2016/09/21 07:30 | Gaston-Arturo Grimolizzi v Jaroslav Pospisil | 1-6,4-6 |
| ITF Egypt F24 | 2016/09/17 08:00 | Jaroslav Pospisil v Gaston-Arturo Grimolizzi | 6-4,6-7,6-3 |
| ITF Argentina F11 | 2016/10/25 13:00 | Santiago Besada v Gonzalo Villanueva | 0-6,1-6 |
| Challenger Buenos Aires 2 Qual | 2016/10/10 14:00 | Bruno Santanna v Gonzalo Villanueva | 6-1,6-1 |
| Challenger Buenos Aires 2 Qual | 2016/10/09 15:30 | Nicolas A D Gregorio v Gonzalo Villanueva | 2-6,1-6 |
| Challenger Buenos Aires 2 Qual | 2016/10/08 17:50 | Juan Bautista Otegui v Gonzalo Villanueva | 3-6,5-7 |
| ITF Spain F31 | 2016/09/21 11:15 | Gonzalo Villanueva v Marc Giner | 4-6,2-6 |
| ITF Spain F30 | 2016/09/17 08:30 | Bernabe Zapata Miralles v Gonzalo Villanueva | 6-2,6-1 |
| ITF Spain F30 | 2016/09/15 09:45 | Gonzalo Villanueva v Mirko Martinez | 6-3,6-0 |
| ITF Spain F30 | 2016/09/14 07:30 | David Vega Hernandez v Gonzalo Villanueva | 6-7,4-6 |