Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| Challenger Pune | 2019/11/17 09:30 | Jay Clarke v James Duckworth | 6-4,4-6,4-6 |
| Challenger Pune | 2019/11/16 09:05 | Ramkumar Ramanathan v James Duckworth | 6-7,2-6 |
| Challenger Pune | 2019/11/15 12:15 | Mukund Sasikumar v James Duckworth | 5-7,6-4,5-7 |
| Challenger Pune | 2019/11/14 06:30 | Manish Sureshkumar v James Duckworth | 1-6,2-6 |
| Challenger Pune | 2019/11/12 12:30 | Danylo Kalenichenko v James Duckworth | 3-6,6-7 |
| Challenger Kobe | 2019/11/06 05:50 | Renta Tokuda v James Duckworth | 6-2,6-2 |
| Challenger Playford 2 | 2019/11/03 02:15 | Yasutaka Uchiyama v James Duckworth | 6-7,4-6 |
| Challenger Playford 2 | 2019/11/01 01:30 | Jay Clarke v James Duckworth | 3-6,3-6 |
| Challenger Shenzhen 2 | 2019/10/29 07:10 | Yan Bai v Khumoyun Sultanov | 6-3,7-5 |
| Challenger Shenzhen 2 | 2019/10/28 02:00 | Khumoyun Sultanov v Sidharth Rawat | 6-2,6-2 |
| Challenger Liuzhou | 2019/10/22 06:20 | Khumoyun Sultanov v Tung-Lin Wu | 1-6,3-6 |
| Challenger Liuzhou | 2019/10/21 07:40 | Khumoyun Sultanov v Aoran Wang | 6-2,6-0 |
| ITF M15 Karshi | 2019/10/13 05:00 | Beibit Zhukayev v Khumoyun Sultanov | 2-6,1-6 |
| ITF M15 Karshi | 2019/10/12 05:00 | Alexander Igoshin v Khumoyun Sultanov | 2-6,0-6 |
| ITF M15 Karshi | 2019/10/11 05:00 | Timur Khabibulin v Khumoyun Sultanov | 1-6,2-6 |
| ITF M15 Karshi | 2019/10/10 05:00 | Olimjon Nabiev v Khumoyun Sultanov | 1-6,2-6 |