Stadium: Court 2 Round: 26 Ground: Hardcourt outdoor
| 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 M15 Monastir | 2023/09/18 08:00 | Chopra, Keshav v Riccardo Campagnola | 6-0,6-1 |
| ITF M15 Monastir | 2023/09/17 12:00 | Chopra, Keshav v Matteo Fondriest | 6-1,7-6 |
| ITF M25 Monastir | 2023/09/13 08:30 | Chopra, Keshav v Bertrand, Robin | 3-6,3-6 |
| ITF M25 Monastir | 2023/09/05 10:30 | Badenhorst, Devin v Chopra, Keshav | 6-2,6-2 |
| UTR Pro California | 2023/08/27 19:16 | Hudson Rivera v Chopra, Keshav | 2-6,2-5 |
| UTR Pro California | 2023/08/24 19:30 | Chopra, Keshav v 베리, 노아 | 6-2,6-7,7-5 |
| ITF M15 Monastir | 2023/09/11 09:45 | Lapalu, Valentin v Gray, Timothy | 6-2,7-5 |
| ITF M15 Monastir | 2023/09/10 09:30 | Sroka, Milosz v Gray, Timothy | 4-6,5-7 |
| ITF M25 Monastir | 2023/09/05 10:00 | 셀바이, 아베달라 v Gray, Timothy | 6-2,6-2 |
| ITF M15 Monastir | 2023/08/30 11:20 | 스코릴라스, 알렉산드로스 v Gray, Timothy | 6-3,3-6,6-3 |
| ITF M15 Monastir | 2023/08/28 14:00 | Aaron Gil Garcia v Gray, Timothy | 3-6,6-7 |
| ITF M15 Monastir | 2023/08/27 08:00 | Mouhan, Ahmed v Gray, Timothy | 2-6,1-6 |
| ITF M25 Herzlia | 2023/08/07 09:30 | 엘리아 알론 v Gray, Timothy | 6-7,1-6 |
| ITF M25 Herzlia | 2023/08/06 06:30 | 주케르만, 니브 v Gray, Timothy | 1-6,4-6 |