Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| Indonesia F8, Singles | 2017/12/02 03:30 | Renta Tokuda v Gunneswaran, Prajnesh | 1-6,6-3,3-6 |
| US Open, New York, USA | 2019/08/26 17:05 | Gunneswaran, Prajnesh v Daniil Medvedev | 4-6,1-6,2-6 |
| Winston-Salem, USA | 2019/08/20 18:25 | Benoit Paire v Gunneswaran, Prajnesh | 6-3,7-5 |
| Winston-Salem, USA | 2019/08/18 21:15 | Gunneswaran, Prajnesh v Stebe, Cedrik-Marcel | 6-3,6-4 |
| ATP - Los Cabos | 2019/08/01 01:50 | Gunneswaran, Prajnesh v Taylor Fritz | 6-4,3-6,2-6 |
| ATP - Los Cabos | 2019/07/30 00:00 | Gunneswaran, Prajnesh v John Millman | 6-4,1-6,6-2 |
| Atlanta, USA | 2019/07/23 16:30 | Soonwoo Kwon v Gunneswaran, Prajnesh | 6-7,7-5,6-0 |
| Newport, USA | 2019/07/15 17:25 | Granollers, Marcel v Gunneswaran, Prajnesh | 6-2,6-2 |
| Wimbledon, London, Great Britain | 2019/07/01 15:05 | Gunneswaran, Prajnesh v Milos Raonic | 6-7,4-6,2-6 |
| Jinan, China | 2019/09/03 06:55 | Wang, Tak Khunn v Renta Tokuda | 6-3,5-7,3-6 |
| Jinan, China | 2019/09/02 02:00 | Renta Tokuda v Yuquan Jin | 6-1,6-3 |
| Baotou, Chine | 2019/08/27 08:45 | Renta Tokuda v Luca Castelnuovo | 5-7,1-6 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/24 02:30 | Renta Tokuda v Boyer, Dusty H | 6-7,4-6 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/23 02:30 | Renta Tokuda v Bava, Haadin | 6-4,6-3 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/22 04:10 | Renta Tokuda v Jayden Court | 6-4,6-3 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/20 05:20 | Renta Tokuda v Yu, Cheng-Yu | 4-6,6-3,6-4 |
| Challenger Yokkaichi | 2019/08/07 05:15 | Renta Tokuda v Shinji Hazawa | 6-4,6-7,0-6 |