Round: 44 Ground: Clay
| 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 Colombia F2 | 2016/06/22 15:00 | Juan Sebastian Gomez v Wilfredo Gonzalez | 6-4,6-4 |
| ITF Italy F28 | 2016/09/03 08:00 | Michelangelo Endrizzi v Viktor Hascher | 2-6,6-1,6-4 |
| ITF Italy F23 Qual | 2016/08/01 09:20 | Francesco Ferrari v Michelangelo Endrizzi | 6-0,6-3 |
| ITF Italy F23 Qual | 2016/07/30 07:30 | Michael Kerschbaumer v Michelangelo Endrizzi | 6-1,3-6,0-6 |
| ITF Austria F2 | 2016/07/09 07:15 | Tim Van Der Horst v Michelangelo Endrizzi | 3-6,6-2,6-3 |
| ITF Tunisia F5 | 2016/02/06 08:30 | Michelangelo Endrizzi v Aleksei Khomich | 3-6,4-6 |
| ITF Tunisia F4 | 2016/01/31 09:00 | Michelangelo Endrizzi v Alexander Weis | 3-6,0-6 |
| ITF Tunisia F4 | 2016/01/30 08:30 | Robert Ziganshin v Michelangelo Endrizzi | 2-6,1-6 |
| ITF Turkey F47 | 2015/11/08 07:00 | Michelangelo Endrizzi v Bogdan Ionut Apostol | 3-6,2-6 |