Stadium: Stadium Round: 28 Ground: Hardcourt outdoor
| Challenger Taipei | 2019/04/08 03:20 | Kaichi Uchida v Duckhee Lee | 6-4,6-4 |
| Challenger Shenzhen | 2019/03/15 09:00 | Brayden Schnur v Duckhee Lee | 6-4,4-6,7-5 |
| Challenger Shenzhen | 2019/03/14 10:55 | Zhe Li v Duckhee Lee | 3-6,3-6 |
| Challenger Shenzhen | 2019/03/12 07:20 | Duckhee Lee v Yuichi Sugita | 6-3,6-4 |
| Challenger Shenzhen | 2019/03/11 03:50 | Zihao Xia v Duckhee Lee | 3-6,1-6 |
| Challenger Zhuhai | 2019/03/04 05:25 | Baptiste Crepatte v Duckhee Lee | 6-3,7-6 |
| Challenger Yokohama | 2019/03/01 02:00 | Duckhee Lee v Soonwoo Kwon | 1-6,0-6 |
| Challenger Yokohama | 2019/02/28 03:25 | Tatsuma Ito v Duckhee Lee | 3-6,6-4,6-7 |
| ATP Houston | 2019/04/08 18:00 | Darian King v Pedja Krstin | 6-7,5-7 |
| ATP Houston | 2019/04/06 19:55 | Peter Polansky v Darian King | 4-6,1-6 |
| Challenger Monterrey | 2019/04/04 18:35 | Tennys Sandgren v Darian King | 7-6,4-6,6-2 |
| Challenger Monterrey | 2019/04/02 19:45 | Evan King v Darian King | 6-4,6-7,1-6 |
| ATP Miami | 2019/03/18 14:00 | Darian King v Denis Istomin | 4-6,6-3,6-7 |
| ATP Indian Wells | 2019/03/06 02:10 | Darian King v Elias Ymer | 6-1,1-6,2-6 |
| Challenger Indian Wells | 2019/02/26 00:20 | Darian King v Kamil Majchrzak | 4-6,3-6 |
| ATP Delray Beach | 2019/02/18 23:00 | Lloyd Harris v Darian King | 7-6,6-3 |