Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF Indonesia F8 | 2017/12/02 03:30 | Renta Tokuda v Prajnesh Gunneswaran | 1-6,6-3,3-6 |
| ATP Munich | 2019/04/28 11:30 | Prajnesh Gunneswaran v Denis Istomin | 6-4,2-6,2-6 |
| ATP Munich | 2019/04/27 14:00 | Prajnesh Gunneswaran v Alexander Erler | 3-6,7-6,7-5 |
| Challenger Anning | 2019/04/21 06:00 | Jay Clarke v Prajnesh Gunneswaran | 6-4,6-3 |
| Challenger Anning | 2019/04/20 04:00 | Kamil Majchrzak v Prajnesh Gunneswaran | 6-7,7-6,4-6 |
| Challenger Anning | 2019/04/19 05:30 | Nikola Milojevic v Prajnesh Gunneswaran | 5-7,3-6 |
| Challenger Anning | 2019/04/18 05:50 | Adam Pavlasek v Prajnesh Gunneswaran | 5-7,3-6 |
| Challenger Anning | 2019/04/16 07:10 | Saketh Myneni v Prajnesh Gunneswaran | 2-6,4-6 |
| ATP Miami | 2019/03/21 21:15 | Jaume Munar v Prajnesh Gunneswaran | 7-6,6-4 |
| Challenger Taipei | 2019/04/09 04:45 | Dennis Novak v Renta Tokuda | 6-2,6-2 |
| Challenger Taipei | 2019/04/08 04:00 | Renta Tokuda v Yusuke Takahashi | 6-2,6-1 |
| ITF M15 Kashiwa | 2019/04/03 03:00 | Renta Tokuda v Sho Shimabukuro | 6-4,5-7,5-7 |
| Challenger Zhangjiagang | 2019/03/18 06:25 | Luke Saville v Renta Tokuda | 7-5,3-6,6-3 |
| Challenger Zhuhai | 2019/03/06 03:50 | Oscar Otte v Renta Tokuda | 7-6,6-1 |
| Challenger Zhuhai | 2019/03/04 02:00 | Renta Tokuda v Maverick Banes | 6-4,6-2 |
| Challenger Yokohama | 2019/02/25 01:00 | Renta Tokuda v Masamichi Imamura | 5-7,2-6 |
| Challenger Morelos | 2019/02/18 21:10 | Gonzalo Escobar v Renta Tokuda | 7-6,6-4 |