Round: 27 Ground: Hardcourt indoor
| ITF USA F35 | 2016/11/03 16:50 | Juan Manuel Benitez Chavarriaga v Pirmin Haenle | 6-4,7-5 |
| ITF USA F35 | 2016/11/02 16:45 | Juan Manuel Benitez Chavarriaga v Alexandre Rotsaert | 3-6,6-1,6-0 |
| ITF USA F32 | 2016/10/18 16:50 | Evan Zhu v Juan Manuel Benitez Chavarriaga | 3-6,2-6 |
| ITF USA F31 | 2016/10/13 16:40 | Juan Manuel Benitez Chavarriaga v Wil Spencer | 1-6,0-6 |
| ITF USA F31 | 2016/10/12 15:50 | Juan Manuel Benitez Chavarriaga v Tommy Bennett | 2-6,7-6,6-2 |
| 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 F35 | 2016/11/03 16:50 | Martin Joyce v Nick Chappell | 1-6,1-6 |
| ITF USA F35 | 2016/11/01 15:00 | Hunter Johnson v Nick Chappell | 6-3,3-6,2-6 |
| ITF USA F32 | 2016/10/20 15:00 | Nick Chappell v Jared Hiltzik | 7-5,2-6,2-6 |
| ITF USA F32 | 2016/10/19 17:10 | Nick Chappell v Korey Lovett | 6-3,6-2 |
| ITF USA F31 | 2016/10/13 15:00 | Nick Chappell v Dominik Koepfer | 6-2,1-6,2-6 |
| ITF USA F30 | 2016/09/27 16:00 | Nick Chappell v Evan Zhu | 6-1,6-7,5-7 |
| ITF USA F29 | 2016/09/22 20:00 | Nick Chappell v Lucas Gomez | 2-6,6-0,4-6 |
| ITF USA F29 | 2016/09/20 17:00 | Elmar Ejupovic v Nick Chappell | 2-6,6-7 |