Round: 28 Ground: Hardcourt indoor
| 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 |
| ITF USA F20 | 2016/06/26 16:00 | Benitez Chavarriaga, Juan Manuel v Kaichi Uchida | 4-6,4-6 |
| ITF USA F20 | 2016/06/25 20:00 | Benitez Chavarriaga, Juan Manuel v Torpegaard, Mikael | 4-6,7-6,7-5 |
| ITF USA F35 | 2016/11/04 16:20 | Bensoussan, Samuel v Spencer, Wil | 4-6,6-2,6-4 |
| ITF USA F35 | 2016/11/03 15:00 | Dougaz, Aziz v Bensoussan, Samuel | 3-6,3-6 |
| ITF USA F35 | 2016/11/02 17:20 | Slobodchikov, Ronald v Bensoussan, Samuel | 3-6,2-6 |
| ITF Italy F34 | 2016/10/20 09:55 | Matteo Berrettini v Bensoussan, Samuel | 6-2,6-3 |
| ITF Italy F34 | 2016/10/19 07:30 | Bensoussan, Samuel v Fortuna, Claudio | 6-1,7-5 |
| ITF Italy F34 | 2016/10/17 08:00 | Loccisano, Mike v Bensoussan, Samuel | 0-6,1-6 |
| ITF Italy F33 | 2016/10/12 09:05 | Luncanu, Petru-Alexandru v Bensoussan, Samuel | 6-3,6-3 |
| ITF Italy F33 | 2016/10/11 11:40 | Bensoussan, Samuel v Cammarata, Alberto | 6-2,6-4 |