Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Harlingen | 2023/10/26 20:00 | Chopra, Keshav v Adit Sinha | 7-6,6-3 |
| ITF M25 Harlingen | 2023/10/25 18:50 | Ezekiel Clark v Chopra, Keshav | 1-6,5-7 |
| Las Vegas, Singles M-ITF-USA-07A | 2023/10/16 13:00 | Chopra, Keshav v Maxwell Exsted | 4-6,5-7 |
| ITF - M15 Monastir | 2023/09/23 09:00 | Chopra, Keshav v Martin, Andres | 0-6,6-3,5-7 |
| ITF - M15 Monastir | 2023/09/22 09:00 | Chopra, Keshav v Thomas Braithwaite | 7-5,4-6,6-3 |
| ITF - M15 Monastir | 2023/09/21 11:40 | Chopra, Keshav v Timothy Gray | 4-6,6-3,6-0 |
| ITF - M15 Monastir | 2023/09/20 09:00 | Karan Singh v Chopra, Keshav | 2-6,7-5,5-7 |
| ITF - M15 Monastir | 2023/09/18 12:30 | Chopra, Keshav v Gianluca Carlini | 4-6,6-1,10-5 |
| ITF M25 Harlingen | 2023/10/26 17:00 | Fomba, Luc v August Holmgren | 3-6,6-3,3-6 |
| ITF M25 Harlingen | 2023/10/25 14:00 | Arvid Nordquist v August Holmgren | 7-6,4-6,5-7 |
| Challenger Fairfield | 2023/10/10 20:50 | Harrison, Christian v August Holmgren | 6-4,6-4 |
| Challenger Fairfield | 2023/10/09 17:00 | Evan Zhu v August Holmgren | 6-7,4-6 |
| Challenger Fairfield | 2023/10/08 18:15 | Mili Poljicak v August Holmgren | 2-6,4-6 |
| Challenger Tiburon | 2023/10/01 17:00 | Cozbinov, Alexander v August Holmgren | 6-3,6-4 |
| Charleston, SC, USA | 2023/09/27 14:00 | Dougaz, Aziz v August Holmgren | 6-3,6-4 |
| Charleston, SC, USA | 2023/09/25 14:00 | Federico Agustin Gomez v August Holmgren | 0-6,5-7 |