Stadium: Court 2 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Dharwad | 2023/10/20 04:30 | Nick Chappell v Sidharth Rawat | 6-2,6-4 |
| ITF M15 Davangere | 2023/10/26 06:15 | Nick Chappell v Dev Javia | 6-4,6-4 |
| ITF M15 Davangere | 2023/10/25 05:25 | Nick Chappell v Ranjeet Virali-Murugesan | 7-6,6-0 |
| ITF M25 Dharwad | 2023/10/21 04:30 | Nick Chappell v Ramkumar Ramanathan | 6-3,3-6,6-7 |
| ITF M25 Dharwad | 2023/10/20 04:30 | Nick Chappell v Sidharth Rawat | 6-2,6-4 |
| ITF M25 Dharwad | 2023/10/19 07:50 | Nick Chappell v Karan Singh | 6-4,6-4 |
| ITF M25 Dharwad | 2023/10/18 07:40 | Nick Chappell v Woobin Shin | 6-3,6-3 |
| Challenger Malaga | 2023/10/08 12:20 | Raul Brancaccio v Nick Chappell | 6-4,6-1 |
| ATP Chengdu | 2023/09/19 07:25 | Nick Chappell v Philip Sekulic | 3-6,6-7 |
| ITF M15 Davangere | 2023/10/26 07:50 | Adil Kalyanpur v Sidharth Rawat | 2-6,3-6 |
| ITF M15 Davangere | 2023/10/24 04:00 | Suraj R Prabodh v Sidharth Rawat | 1-6,4-6 |
| ITF M25 Dharwad | 2023/10/20 04:30 | Nick Chappell v Sidharth Rawat | 6-2,6-4 |
| ITF M25 Dharwad | 2023/10/19 03:30 | Nitin Kumar Sinha v Sidharth Rawat | 3-6,5-7 |
| ITF M25 Dharwad | 2023/10/18 03:20 | Shivank Bhatnagar v Sidharth Rawat | 4-6,2-6 |
| ITF M15 Ahmedabad | 2023/10/13 04:00 | Sidharth Rawat v Florent Bax | 6-4,3-6,1-6 |
| ITF M15 Ahmedabad | 2023/10/12 05:30 | Raghav Jaisinghani v Sidharth Rawat | 3-6,5-7 |
| ITF M15 Ahmedabad | 2023/10/11 04:25 | Manish Sureshkumar v Sidharth Rawat | 2-6,4-6 |