Round: 25 Ground: Clay
| ITF USA F14 | 2016/04/18 15:00 | Juan Manuel Benitez Chavarriaga v Aron Pierce | 6-2,6-1 |
| ITF USA F14 | 2016/04/17 14:30 | Juan Manuel Benitez Chavarriaga v Jared Thompkins | 6-0,6-2 |
| Challenger Sarasota Qual | 2016/04/11 16:40 | Juan Manuel Benitez Chavarriaga v Emilio Gomez | 3-6,2-6 |
| Challenger Sarasota Qual | 2016/04/10 18:25 | Robin Stanek v Juan Manuel Benitez Chavarriaga | 5-7,7-5,1-6 |
| Challenger Sarasota Qual | 2016/04/09 17:00 | Daniel Elahi Galan v Juan Manuel Benitez Chavarriaga | 2-6,6-7 |
| ITF USA F8 | 2016/02/25 16:00 | Juan Manuel Benitez Chavarriaga v Juan Pablo Ficovich | 2-6,7-5,4-6 |
| ITF USA F7 | 2016/02/19 17:00 | Juan Manuel Benitez Chavarriaga v Juan Carlos Saez | 6-7,1-6 |
| ITF USA F7 | 2016/02/18 16:00 | Caio Zampieri v Juan Manuel Benitez Chavarriaga | 3-6,3-6 |
| ITF USA F13 | 2016/04/12 18:55 | Tigre Hank v Evan Song | 6-4,3-6,6-3 |
| ITF USA F12 | 2016/04/05 15:45 | Evan Song v Nicolas Meister | 3-6,6-4,3-6 |
| ITF USA F11 Qual | 2016/03/21 19:20 | Evan Song v Jose Daniel Bendeck | 4-6,6-2,6-7 |
| ITF USA F11 Qual | 2016/03/20 17:00 | Evan Song v Jonathan Chang | 6-4,6-4 |
| ITF USA F11 Qual | 2016/03/19 21:30 | Evan Song v Lucas Renard | 6-1,4-6,6-3 |
| ITF USA F2 | 2016/01/12 19:45 | Edward Corrie v Evan Song | 6-3,6-2 |
| ITF USA F32 | 2015/11/12 15:00 | Evan Song v Alex Rybakov | 2-6,3-6 |
| ITF USA F32 | 2015/11/11 16:30 | Evan Song v Niclas Braun | 3-6,6-3,6-1 |