Stadium: Court 5 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Monastir | 2023/09/13 08:30 | Chopra, Keshav v Robin Bertrand | 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 Berry, Noah | 6-2,6-7,7-5 |
| UTR Pro California | 2023/08/24 00:20 | Chopra, Keshav v Rithvik Krishna | 6-2,6-1 |
| UTR Pro California | 2023/08/22 20:42 | Chopra, Keshav v Conrad Brown | 6-2,6-3 |
| UTR Pro California | 2023/08/21 20:00 | Chopra, Keshav v Hugo Hashimoto | 0-6,6-3,2-6 |
| ITF M25 Southaven | 2023/08/12 00:00 | Chopra, Keshav v Martin Damm | 6-7,3-6 |
| ITF M25 Monastir | 2023/09/13 10:15 | Felix Mischker v Matteo Fondriest | 7-5,6-4 |
| ITF M25 Monastir | 2023/09/11 12:30 | Matteo Fondriest v Sami Ben Abdennibi | 6-1,2-6,10-7 |
| ITF M25 Monastir | 2023/09/11 08:00 | Matteo Fondriest v Stefan Peter Hampe | 4-6,7-6,10-3 |
| ITF M25 Monastir | 2023/09/10 08:00 | Matteo Fondriest v Ludovico Vaccari | 6-1,6-3 |
| ITF - M15 Monastir | 2023/09/03 08:30 | Matteo Fondriest v Victor Kuznetsov | 6-4,4-6,3-10 |
| ITF - M15 Monastir | 2023/08/28 15:25 | Louis Tessa v Matteo Fondriest | 6-2,6-1 |
| ITF - M15 Monastir | 2023/08/27 08:00 | Lyle Zaloumis v Matteo Fondriest | 0-6,1-6 |
| ITF M15 Pescara | 2023/08/07 09:00 | Matteo Fondriest v Luca Parenti | 4-6,6-7 |