Round: 44 Ground: Clay
| ITF Colombia F1 | 2016/06/14 22:25 | Naoki Nakagawa v Gomez, Alejandro | 4-6,6-7 |
| ITF Colombia F1 | 2016/06/13 17:10 | Naoki Nakagawa v Lopez, Sebastian | 6-2,6-2 |
| ITF Mexico F5 | 2016/05/30 15:30 | Luis Britto v Naoki Nakagawa | 7-5,4-6,6-2 |
| ITF Mexico F5 | 2016/05/29 19:00 | Moura, Hugo v Naoki Nakagawa | 4-6,1-6 |
| ITF Mexico F3 | 2016/05/21 15:00 | Gosea, Farris Fathi v Naoki Nakagawa | 6-7,7-5,6-4 |
| ITF Mexico F3 | 2016/05/20 17:00 | Naoki Nakagawa v Hocevar, Ricardo | 6-7,6-3,6-4 |
| ITF Mexico F3 | 2016/05/19 20:00 | Medinilla, Ricky v Naoki Nakagawa | 3-6,2-6 |
| ITF Mexico F3 | 2016/05/16 15:00 | Naoki Nakagawa v Rosas-Zarur, Raul-Isaias | 6-4,6-2 |
| ITF Argentina F9 | 2016/05/29 22:00 | Guerrero, Jeff v Moreno, Federico | 1-6,4-6 |
| ITF Argentina F8 | 2016/05/21 22:00 | Guerrero, Jeff v Ribeiro Marcondes, Igor | 2-6,1-6 |
| ITF Argentina F8 | 2016/05/20 22:00 | Guerrero, Jeff v Michaux, Alejo | 4-6,6-0,6-3 |
| ITF Argentina F7 | 2016/05/15 12:30 | Vilaro, Alejo v Guerrero, Jeff | 3-6,6-3,7-6 |
| ITF Argentina F7 | 2016/05/14 14:30 | Guerrero, Jeff v Deich, Kevin | 6-3,1-6,6-3 |
| ITF Argentina F6 | 2016/05/07 16:30 | Guerrero, Jeff v D'Annunzio, Felipe | 4-6,3-6 |
| ITF Argentina F5 | 2016/05/01 13:00 | Oscar Jose Gutierrez v Guerrero, Jeff | 6-2,3-6,6-3 |
| ITF Argentina F5 | 2016/04/30 12:00 | Guerrero, Jeff v Francisco Cerundolo | 6-3,6-4 |