Stadium: Court 4 Round: 25 Ground: Clay
| ITF M15 New Delhi | 2022/11/03 04:00 | Chirag Duhan v Singh, Digvijaypratap | 4-6,3-6 |
| ITF M25 Jakarta | 2023/04/29 03:00 | Singh, Digvijaypratap v Yanki Erel | 3-6,2-6 |
| ITF M25 Jakarta | 2023/04/28 02:30 | Hanyi Liu v Singh, Digvijaypratap | 3-6,3-6 |
| ITF M25 Jakarta | 2023/04/27 03:00 | Koki Matsuda v Singh, Digvijaypratap | 2-6,3-6 |
| ITF M25 Jakarta | 2023/04/18 07:50 | Jake Delaney v Singh, Digvijaypratap | 6-7,7-6,6-3 |
| ITF M15 Chennai | 2023/04/09 10:00 | Singh, Digvijaypratap v Sidharth Rawat | 6-4,7-6 |
| ITF M15 Chennai | 2023/04/08 03:30 | Manish Sureshkumar v Singh, Digvijaypratap | 4-6,4-6 |
| ITF M15 Chennai | 2023/04/07 05:10 | Singh, Digvijaypratap v Florent Bax | 6-3,6-2 |
| ITF M15 Chennai | 2023/04/06 03:30 | Singh, Digvijaypratap v Rishab Agarwal | 6-7,6-2,6-1 |
| ITF - M15 Addis Ababa | 2023/05/15 06:00 | Rafael Ymer v Chirag Duhan | 6-0,4-6,8-10 |
| ITF - M15 Monastir | 2023/04/23 10:00 | Chirag Duhan v Antoine Berger | 2-6,1-6 |
| ITF - M15 Monastir | 2023/04/16 08:00 | Lukas Palovic v Chirag Duhan | 7-6,6-2 |
| ITF M25 Lucknow | 2023/03/20 12:00 | Vishnu Vardhan v Chirag Duhan | 6-4,6-3 |
| ITF M25 Lucknow | 2023/03/19 09:30 | Maan Kesarwani v Chirag Duhan | 6-4,6-7,8-10 |
| ITF - M25 New Delhi | 2023/03/14 04:30 | Rishab Agarwal v Chirag Duhan | 6-7,6-3,10-4 |
| ITF - M25 New Delhi | 2023/03/13 04:00 | Chirag Duhan v Lohithaksha Bathrinath | 6-3,6-3 |
| ITF - M25 New Delhi | 2023/03/12 04:00 | Sood, Lakshilt v Chirag Duhan | 2-6,4-6 |