Stadium: Court 3 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Huntsville | 2023/05/25 19:15 | Blaise Bicknell v Keshav Chopra | 6-4,6-2 |
| ITF M15 Huntsville | 2023/05/24 20:35 | Davis Taylor v Keshav Chopra | 1-6,0-6 |
| ITF M15 Huntsville | 2023/05/23 17:00 | Keshav Chopra v Ellis Short | 6-3,6-1 |
| ITF M15 Huntsville | 2023/05/22 14:00 | Keshav Chopra v Alejandro Moreno | 6-2,6-1 |
| ITF M25 Pensacola | 2023/05/17 13:50 | Keshav Chopra v Ryan Fishback | 4-6,6-3,4-6 |
| ITF M25 Pensacola | 2023/05/16 17:10 | Isaiah Strode v Keshav Chopra | 3-6,6-4,11-13 |
| ITF M25 Pensacola | 2023/05/15 18:00 | Timothy Phung v Keshav Chopra | 4-6,3-6 |
| UTR Pro Florida | 2023/05/13 16:30 | Keshav Chopra v Isaiah Strode | 6-3,4-6,6-7 |
| ITF M25 Valldoreix | 2023/05/11 09:30 | Maxwell Exsted v Daniel Merida Aguilar | 2-6,3-6 |
| ITF M25 Valldoreix | 2023/05/10 10:15 | Aleksandr Braynin v Maxwell Exsted | 6-3,1-6,2-6 |
| ITF M25 Valldoreix | 2023/05/09 09:45 | Pedro Araujo v Maxwell Exsted | 3-6,6-0,10-12 |
| ITF M25 Valldoreix | 2023/05/08 09:00 | Maxwell Exsted v Tomas C Abasolo | 6-4,6-2 |
| ITF M25 Valldoreix | 2023/05/07 11:30 | Grigory Kuklin v Maxwell Exsted | 0-6,0-6 |