Stadium: Center Court Round: 27 Ground: Hardcourt outdoor
| Challenger Genova | 2016/09/06 19:15 | Ramkumar Ramanathan v Denis Istomin | 3-6,4-6 |
| ATP Munich | 2019/04/27 13:35 | Cedrik-Marcel Stebe v Denis Istomin | 3-6,6-7 |
| ATP Barcelona | 2019/04/20 12:50 | Alejandro Davidovich Fokina v Denis Istomin | 6-4,6-4 |
| ATP Marrakech | 2019/04/09 16:25 | Alexander Zverev v Denis Istomin | 6-4,6-4 |
| ATP Miami | 2019/03/18 14:00 | Darian King v Denis Istomin | 4-6,6-3,6-7 |
| ATP Indian Wells | 2019/03/08 21:30 | Robin Haase v Denis Istomin | 7-6,6-1 |
| ATP Indian Wells | 2019/03/06 21:50 | Denis Istomin v Egor Gerasimov | 6-4,6-4 |
| ATP Indian Wells | 2019/03/05 22:20 | Denis Istomin v Evan Song | 6-3,6-4 |
| Challenger Indian Wells | 2019/02/27 20:25 | Denis Istomin v Daniel Evans | 4-6,4-6 |
| Challenger Nanchang | 2019/04/27 03:00 | Jordan Thompson v Ramkumar Ramanathan | 7-6,6-3 |
| Challenger Nanchang | 2019/04/26 03:00 | Ramkumar Ramanathan v Zhizhen Zhang | 6-3,6-0 |
| Challenger Nanchang | 2019/04/25 05:50 | Ramkumar Ramanathan v Kaichi Uchida | 6-2,6-3 |
| Challenger Nanchang | 2019/04/24 03:00 | Ramkumar Ramanathan v Rigele Te | 6-3,6-2 |
| Challenger Anning | 2019/04/19 04:00 | Ramkumar Ramanathan v Kamil Majchrzak | 1-6,6-7 |
| Challenger Anning | 2019/04/18 03:00 | Ramkumar Ramanathan v Zhizhen Zhang | 6-3,3-6,6-3 |
| Challenger Anning | 2019/04/16 08:20 | Ramkumar Ramanathan v Yan Bai | 6-4,6-4 |
| Challenger Taipei | 2019/04/12 04:00 | Soonwoo Kwon v Ramkumar Ramanathan | 7-6,6-3 |