Stadium: Court 1 Round: 19 Ground: Hardcourt outdoor
| Challenger Bengaluru | 2023/02/19 07:10 | Prajnesh Gunneswaran v Benjamin Lock | 7-5,6-4 |
| Challenger Chennai | 2023/02/14 06:35 | Jay Clarke v Prajnesh Gunneswaran | 4-6,6-3,7-6 |
| Davis Cup | 2023/02/04 09:00 | Elmer Moller v Prajnesh Gunneswaran | 4-6,6-7 |
| ITF M25 Al Zahra | 2023/01/29 14:00 | Khumoyun Sultanov v Prajnesh Gunneswaran | 2-6,6-7 |
| ITF M25 Al Zahra | 2023/01/28 11:00 | Prajnesh Gunneswaran v Benjamin Hassan | 6-4,2-6,6-0 |
| ITF M25 Al Zahra | 2023/01/27 08:00 | Jakub Mensik v Prajnesh Gunneswaran | 2-6,1-6 |
| ITF M25 Al Zahra | 2023/01/26 07:00 | Dax Donders v Prajnesh Gunneswaran | 3-6,2-6 |
| ITF M25 Al Zahra | 2023/01/25 13:20 | Guy Den Heijer v Prajnesh Gunneswaran | 1-6,6-7 |
| Challenger Bengaluru | 2023/02/19 05:30 | Manish Ganesh v Carlos Sanchez Jover | 1-6,6-7 |
| Challenger Chennai | 2023/02/14 06:30 | Carlos Sanchez Jover v James Duckworth | 4-6,2-6 |
| Challenger Chennai | 2023/02/13 06:10 | Carlos Sanchez Jover v Benjamin Lock | 6-3,7-5 |
| Challenger Chennai | 2023/02/12 09:50 | Carlos Sanchez Jover v Bharath Nishok Kumaran | 6-3,6-3 |
| Challenger Piracicaba | 2023/01/19 14:50 | Carlos Sanchez Jover v Andrea Collarini | 3-6,2-6 |
| Challenger Piracicaba | 2023/01/17 17:15 | Carlos Sanchez Jover v Yunseong Chung | 6-3,6-0 |
| Challenger Piracicaba | 2023/01/16 15:10 | Yunseong Chung v Carlos Sanchez Jover | 6-4,6-3 |
| Challenger Piracicaba | 2023/01/15 16:50 | Fernando Yamacita v Carlos Sanchez Jover | 7-6,3-6,2-6 |