Round: 25 Ground: Hardcourt indoor
| ITF USA F35 | 2016/11/06 17:00 | Felix Auger Aliassime v Benitez Chavarriaga, Juan Manuel | 7-5,7-5 |
| ITF USA F35 | 2016/11/05 15:00 | Benitez Chavarriaga, Juan Manuel v Bensoussan, Samuel | 6-0,4-6,6-3 |
| ITF USA F35 | 2016/11/04 17:25 | Benitez Chavarriaga, Juan Manuel v Nick Chappell | 6-2,6-0 |
| ITF USA F35 | 2016/11/03 16:50 | Benitez Chavarriaga, Juan Manuel v Haenle, Pirmin | 6-4,7-5 |
| ITF USA F35 | 2016/11/02 16:45 | Benitez Chavarriaga, Juan Manuel v Rotsaert, Alexandre | 3-6,6-1,6-0 |
| ITF USA F32 | 2016/10/18 16:50 | Evan Zhu v Benitez Chavarriaga, Juan Manuel | 3-6,2-6 |
| ITF USA F31 | 2016/10/13 16:40 | Benitez Chavarriaga, Juan Manuel v Spencer, Wil | 1-6,0-6 |
| ITF USA F31 | 2016/10/12 15:50 | Benitez Chavarriaga, Juan Manuel v Bennett, Tommy | 2-6,7-6,6-2 |
| Columbus II, USA, Qualifying | 2016/11/21 15:00 | Austin, Gonzales v Callahan, Hunter | 6-7,4-6 |
| Columbus II, USA, Qualifying | 2016/11/20 17:05 | Austin, Gonzales v Roelofse, Ruan | 4-6,7-6,6-3 |
| Challenger Charlottesville | 2016/11/01 23:05 | Mackenzie McDonald v Austin, Gonzales | 7-6,7-6 |
| Charlottesville, USA, Qualifying | 2016/10/31 14:00 | Hiltzik, Aron v Austin, Gonzales | 7-5,5-7,6-7 |
| Charlottesville, USA, Qualifying | 2016/10/30 16:00 | Chaplin, Jarryd v Austin, Gonzales | 2-6,1-6 |
| ITF USA F32 | 2016/10/20 17:20 | Austin, Gonzales v Nuez Delgado, Guanarteme | 1-6,2-6 |
| ITF USA F32 | 2016/10/18 15:00 | Austin, Gonzales v Reese, Hunter | 7-6,6-3 |
| ITF USA F31 | 2016/10/13 17:50 | Bhambri, Yuki v Austin, Gonzales | 6-0,7-6 |