Round: 60 Ground: Clay
| ITF Dominican Rep F3 | 2016/12/12 14:30 | Naoki Nakagawa v Evan King | 2-6,2-6 |
| ITF Dominican Republic F2 | 2016/12/08 15:00 | Gianni Mina v Naoki Nakagawa | 6-2,6-2 |
| ITF Dominican Republic F2 | 2016/12/07 15:30 | Naoki Nakagawa v Victor Ouvrard | 6-3,6-0 |
| ITF Dominican Republic F2 | 2016/12/06 22:30 | Naoki Nakagawa v Flemming Peters | 2-6,6-2,7-5 |
| ITF USA F39 | 2016/11/30 22:50 | Jared Hiltzik v Naoki Nakagawa | 7-6,6-7,6-2 |
| ITF USA F39 | 2016/11/30 00:40 | Naoki Nakagawa v Arthur Rinderknech | 4-6,7-6,6-2 |
| ITF USA F37 | 2016/11/20 18:25 | Naoki Nakagawa v Gianni Mina | 6-4,4-6,0-6 |
| ITF USA F37 | 2016/11/19 18:45 | Patrick Kypson v Naoki Nakagawa | 3-6,3-6 |
| ITF USA F37 | 2016/11/13 18:30 | Dietrich Dernowski v Jarryd Woog | 4-6,3-6 |
| ITF Costa Rica F1 | 2016/11/05 15:30 | Dietrich Dernowski v Brian Cernoch | 3-6,4-6 |
| ITF Italy F32 | 2016/10/04 08:00 | Dietrich Dernowski v Andrei Levine | 2-6,6-4,3-6 |
| ITF Women Hua Hin | 2016/09/28 05:55 | Dietrich Dernowski v Vladimir Ivanov | 3-6,2-6 |
| ITF Kazakhstan F6 | 2016/09/27 09:10 | Abror Isakov v Dietrich Dernowski | 1-6,6-4,3-6 |
| ITF India F5 | 2016/09/20 07:45 | Dietrich Dernowski v Danila Arsenov | 2-6,3-6 |
| ITF Tunisia F21 | 2016/05/29 11:30 | Alberto Nieto v Dietrich Dernowski | 6-1,6-0 |
| ITF Tunisia F21 | 2016/05/28 09:00 | Dietrich Dernowski v James Allemby | 6-2,6-2 |