Stadium: Court 1 Round: 28 Ground: Hardcourt outdoor
| ITF M25 Dharwad | 2023/10/20 04:30 | Kazuki Nishiwaki v Digvijay Pratap Singh | 4-6,7-6,2-6 |
| ITF M25 Dharwad | 2023/10/19 03:30 | Rishab Agarwal v Digvijay Pratap Singh | 4-6,2-6 |
| ITF M25 Dharwad | 2023/10/17 05:45 | Siddhant Banthia v Digvijay Pratap Singh | 2-6,6-7 |
| ITF M15 Ahmedabad | 2023/10/12 04:00 | Digvijay Pratap Singh v Karan Singh | 7-5,5-7,3-6 |
| ITF M15 Ahmedabad | 2023/10/11 04:30 | Digvijay Pratap Singh v Shivank Bhatnagar | 6-7,6-2,6-3 |
| ITF M15 Ahmedabad | 2023/10/10 03:30 | Digvijay Pratap Singh v Ryotaro Matsumura | 6-2,6-4 |
| Challenger Alicante | 2023/10/01 10:10 | Daniel Cukierman v Digvijay Pratap Singh | 6-0,7-6 |
| Davis Cup | 2023/09/17 11:30 | Digvijay Pratap Singh v Walid Ahouda | 6-1,5-7,10-6 |
| ITF M25 Dharwad | 2023/10/20 06:00 | Florent Bax v Bogdan Bobrov | 6-7,6-7 |
| ITF M25 Dharwad | 2023/10/19 07:20 | Ranjeet Virali-Murugesan v Bogdan Bobrov | 3-6,3-6 |
| ITF M25 Dharwad | 2023/10/18 06:10 | Abhinav Sanjeev Shanmugam v Bogdan Bobrov | 2-6,4-6 |
| ITF M15 Doha | 2023/10/11 12:00 | Alexey Zakharov v Bogdan Bobrov | 6-3,6-1 |
| ITF M15 Doha | 2023/10/10 12:00 | Dean Thurner v Bogdan Bobrov | 1-6,0-6 |
| ITF M15 Doha | 2023/10/06 13:00 | Christian Sigsgaard v Bogdan Bobrov | 6-3,7-5 |
| ITF M15 Doha | 2023/10/05 14:35 | Aleksandre Bakshi v Bogdan Bobrov | 3-6,6-3,1-6 |
| ITF M15 Doha | 2023/10/04 15:45 | Mashari Nawaf v Bogdan Bobrov | 5-7,4-6 |