Stadium: Court 2 Round: 54 Ground: Hardcourt outdoor
| ITF M25 Santo Domingo | 2023/06/28 13:30 | Marcus McDaniel v Keshav Chopra | 6-4,7-6 |
| ITF M25 Santo Domingo | 2023/06/27 12:55 | Keshav Chopra v Miguel Angel Cabrera | 6-2,6-4 |
| ITF M25 Santo Domingo | 2023/06/26 15:00 | Keshav Chopra v Luis G A Morillo | 6-0,6-1 |
| ITF M15 Santo Domingo | 2023/06/21 13:30 | Justin Boulais v Keshav Chopra | 7-6,6-4 |
| ITF M25 Santo Domingo | 2023/06/20 13:00 | Keshav Chopra v Tommaso Carnevale-Miino | 6-3,6-2 |
| 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 Lakewood | 2023/07/03 17:00 | Constantinos Djakouris v ZhengQing Ji | 6-3,6-2 |
| UTR Series NIT | 2023/05/19 18:30 | Nathan Cox v Constantinos Djakouris | 2-6,6-0,0-6 |
| UTR Series NIT | 2023/05/18 14:07 | Constantinos Djakouris v AJ Woodman | 6-1,0-0 |