Round: 27 Ground: Clay
| ITF USA F20 | 2016/06/23 19:10 | Gavin Van Peperzeel v Raleigh Smith | 6-4,6-7,7-5 |
| ITF USA F19 | 2016/06/19 16:00 | Gavin Van Peperzeel v Evan King | 6-7,3-6 |
| ITF USA F19 | 2016/06/18 17:15 | Gavin Van Peperzeel v Mikael Torpegaard | 6-4,6-1 |
| ITF USA F19 | 2016/06/17 16:00 | Gavin Van Peperzeel v Hans Hach Verdugo | 6-2,6-3 |
| ITF USA F19 | 2016/06/16 18:35 | Gavin Van Peperzeel v Evan Zhu | 7-6,6-4 |
| ITF USA F19 | 2016/06/15 18:20 | Gavin Van Peperzeel v Raleigh Smith | 6-3,6-1 |
| ITF Italy F14 | 2016/06/09 08:00 | Gavin Van Peperzeel v Orlando Luz | 4-6,4-6 |
| ITF Italy F14 | 2016/06/08 07:00 | Gavin Van Peperzeel v Toby Martin | 6-3,6-0 |
| ITF USA F20 | 2016/06/23 18:00 | Patrick Daciek v Juan Manuel Benitez Chavarriaga | 4-6,3-6 |
| ITF USA F20 | 2016/06/21 18:15 | Juan Manuel Benitez Chavarriaga v Damon Gooch | 7-6,6-1 |
| ITF USA F19 | 2016/06/16 18:15 | Juan Manuel Benitez Chavarriaga v Tigre Hank | 6-3,6-7,2-6 |
| ITF USA F19 | 2016/06/14 15:00 | Carlos Ramirez Utermann v Juan Manuel Benitez Chavarriaga | 2-6,0-6 |
| ITF Mexico F3 | 2016/05/20 20:00 | Juan Manuel Benitez Chavarriaga v Adam El Mihdawy | 4-6,5-7 |
| ITF Mexico F3 | 2016/05/19 15:00 | Juan Manuel Benitez Chavarriaga v Michael-Ray Pallares-Gonzalez | 7-5,6-3 |
| ITF Mexico F3 | 2016/05/17 18:55 | Mauricio Echazu v Juan Manuel Benitez Chavarriaga | 4-6,6-2,5-7 |
| ITF Mexico F3 | 2016/05/16 15:00 | Juan Manuel Benitez Chavarriaga v Sergio Luis H Ramirez | 6-3,1-6,6-2 |