Stadium: Court 8 Round: 25 Ground: Hardcourt outdoor
| Challenger Shenzhen 2 | 2017/10/31 05:00 | Naoki Nakagawa v Duckhee Lee | 1-6,4-6 |
| Challenger Pune | 2019/11/14 08:45 | Duckhee Lee v Jay Clarke | 1-6,4-6 |
| Challenger Pune | 2019/11/13 08:05 | Duckhee Lee v Mohamed Aziz Dougaz | 6-3,6-4 |
| Challenger Kobe | 2019/11/05 02:50 | Duckhee Lee v Shintaro Imai | 4-6,2-6 |
| Challenger Shenzhen 2 | 2019/10/29 03:10 | Soonwoo Kwon v Duckhee Lee | 6-2,6-2 |
| Challenger Shenzhen 2 | 2019/10/28 05:10 | Kaichi Uchida v Duckhee Lee | 5-7,1-6 |
| Challenger Liuzhou | 2019/10/22 03:35 | Duckhee Lee v Jie Cui | 2-6,4-6 |
| ATP Winston-Salem | 2019/08/20 19:10 | Duckhee Lee v Hubert Hurkacz | 6-4,0-6,3-6 |
| ATP Winston-Salem | 2019/08/19 19:00 | Duckhee Lee v Henri Laaksonen | 7-6,6-1 |
| ITF M15 Changwon | 2019/10/19 02:00 | Dusty H. Boyer v Naoki Nakagawa | 5-7,6-3,7-5 |
| ITF M15 Changwon | 2019/10/18 01:00 | Shintaro Mochizuki v Naoki Nakagawa | 3-6,7-6,4-6 |
| ITF M15 Changwon | 2019/10/17 01:00 | Naoki Nakagawa v Seong Chan Hong | 6-4,7-6 |
| ITF M15 Changwon | 2019/10/15 03:35 | Naoki Nakagawa v Sung Hun Kim | 6-2,2-6,6-1 |
| ITF M25 Tay Ninh | 2019/10/11 05:00 | Yan Bai v Naoki Nakagawa | 6-2,7-5 |
| ITF M25 Tay Ninh | 2019/10/10 02:00 | Alexey Zakharov v Naoki Nakagawa | 4-6,7-6,5-7 |
| ITF M25 Tay Ninh | 2019/10/08 03:45 | Naoki Nakagawa v Shintaro Imai | 6-2,6-1 |
| ITF M25 Tay Ninh | 2019/10/03 02:00 | Yusuke Takahashi v Naoki Nakagawa | 6-4,6-3 |