Stadium: Court 2 Round: 27 Ground: Hardcourt outdoor
| Challenger Tyler | 2023/06/05 16:30 | Rubin Statham v Nick Chappell | 5-7,5-7 |
| Challenger Tyler | 2023/06/04 17:05 | Bernard Tomic v Nick Chappell | 5-7,3-6 |
| Challenger Little Rock | 2023/05/28 17:55 | Giles Hussey v Nick Chappell | 6-4,7-6 |
| Challenger Savannah | 2023/04/25 14:00 | Nick Chappell v Alex Rybakov | 2-6,3-6 |
| Challenger Tallahassee | 2023/04/18 16:40 | Nick Chappell v Dmitry Popko | 3-6,4-6 |
| Challenger Leon | 2023/04/11 23:50 | Nick Chappell v Giovanni Mpetshi Perricard | 1-6,6-4,2-6 |
| Challenger Leon | 2023/04/10 18:00 | Dominik Palan v Nick Chappell | 3-6,6-7 |
| Challenger Leon | 2023/04/09 19:30 | Ajeet Rai v Nick Chappell | 4-6,7-5,2-6 |
| ITF M15 Chennai | 2023/04/09 10:00 | Digvijay Pratap Singh v Sidharth Rawat | 6-4,7-6 |
| ITF M15 Chennai | 2023/04/08 03:30 | Sidharth Rawat v Ramkumar Ramanathan | 6-3,6-1 |
| ITF M15 Chennai | 2023/04/07 03:30 | David Perez Sanz v Sidharth Rawat | 5-7,6-7 |
| ITF M15 Chennai | 2023/04/06 06:30 | Ranjeet Virali-Murugesan v Sidharth Rawat | 6-7,3-6 |
| ITF M15 Chennai | 2023/04/05 10:00 | Bharath Nishok Kumaran v Sidharth Rawat | 4-6,6-2,2-6 |
| ITF M25 Mysuru | 2023/03/30 06:05 | Karan Singh v Sidharth Rawat | 7-6,3-6,6-4 |
| ITF M25 Mysuru | 2023/03/28 06:05 | Dali Blanch v Sidharth Rawat | 3-6,2-6 |
| ITF M25 Lucknow | 2023/03/23 06:10 | Sidharth Rawat v Oliver Crawford | 1-6,2-6 |