Round: 44 Ground: Clay
| ITF Italy F28 | 2016/09/04 08:00 | Wilfredo Gonzalez v Michelangelo Endrizzi | 6-4,6-3 |
| ITF Italy F26 | 2016/08/22 12:00 | Wilfredo Gonzalez v Davide Galoppini | 2-6,3-6 |
| ITF Egypt F20 | 2016/08/17 16:00 | Wilfredo Gonzalez v Nathan Eshmade | 6-4,2-6,6-7 |
| ITF Egypt F19 | 2016/08/11 17:35 | Wilfredo Gonzalez v Adam El Mihdawy | 2-6,4-6 |
| ITF Egypt F19 | 2016/08/09 16:00 | Wilfredo Gonzalez v Olexiy Kolisnyk | 6-3,6-2 |
| Davis Cup | 2016/07/15 18:30 | Wilfredo Gonzalez v Martin Cuevas | 7-5,7-6,6-3 |
| ITF Colombia F3 Qual | 2016/06/27 15:00 | Victor Nunez v Wilfredo Gonzalez | 1-6,6-3,6-4 |
| ITF Colombia F3 Qual | 2016/06/26 15:30 | Andrew Ely v Wilfredo Gonzalez | 2-6,1-6 |
| ITF Italy F28 | 2016/09/04 08:00 | Andrea Borroni v Luca Tomasetto | 5-7,4-6 |
| ITF Italy F27 | 2016/08/29 09:00 | Manfred Fellin v Luca Tomasetto | 6-1,6-4 |
| ITF Italy F27 | 2016/08/28 08:00 | Luca Tomasetto v Lorenzo Schmid | 5-7,7-6,6-3 |
| ITF Italy F27 | 2016/08/27 09:30 | Luca Tomasetto v Naesar Jewoor | 6-1,6-1 |
| ITF Italy F25 Qual | 2016/08/15 09:40 | Luca Tomasetto v Alessandro Ceppellini | 5-7,3-6 |
| ITF Italy F25 Qual | 2016/08/14 08:00 | Luca Tomasetto v Uladzislau Zhuk | 6-2,6-3 |
| ITF Georgia F2 | 2016/08/02 06:00 | Luca Tomasetto v Oleksandr Bielinskyi | 3-6,7-6,1-6 |
| ITF Georgia F2 | 2016/08/01 08:00 | Luca Tomasetto v Vazha Shubladze | 6-3,6-2 |