Round: 25 Ground: Clay
| ITF USA F20 | 2016/06/26 16:00 | Juan Manuel Benitez Chavarriaga v Kaichi Uchida | 4-6,4-6 |
| ITF USA F20 | 2016/06/25 20:00 | Juan Manuel Benitez Chavarriaga v Mikael Torpegaard | 4-6,7-6,7-5 |
| ITF USA F20 | 2016/06/24 19:00 | Gavin Van Peperzeel v Juan Manuel Benitez Chavarriaga | 7-6,3-6,3-6 |
| 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 |