Stadium: Court 8 Round: 29 Ground: Hardcourt outdoor
| Challenger Kobe | 2019/11/05 02:50 | Duckhee Lee v Shintaro Imai | 4-6,2-6 |
| 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 |
| Challenger Kobe | 2019/11/09 05:45 | Shintaro Imai v Yuichi Sugita | 3-6,6-4,1-6 |
| Challenger Kobe | 2019/11/08 04:30 | Hiroki Moriya v Shintaro Imai | 3-6,6-7 |
| Challenger Kobe | 2019/11/07 03:40 | Shintaro Imai v Renta Tokuda | 3-6,6-3,6-2 |
| Challenger Kobe | 2019/11/05 02:50 | Duckhee Lee v Shintaro Imai | 4-6,2-6 |
| Challenger Kobe | 2019/11/04 07:00 | Shintaro Imai v Seita Watanabe | 6-4,6-2 |
| Challenger Ningbo | 2019/10/14 05:55 | Shintaro Imai v Fajing Sun | 4-6,4-6 |
| ITF M25 Tay Ninh | 2019/10/08 03:45 | Naoki Nakagawa v Shintaro Imai | 6-2,6-1 |
| Challenger Kaohsiung | 2019/09/16 06:30 | Shintaro Imai v Renta Tokuda | 3-6,4-6 |