API Status: We're having issues on bet365 API prematch data. and working on it. Sorry for that.
| UTR Pro California | 05/27 21:30 | - | Aditya Gupta v Jay Friend | 2-6,0-6 | |
| UTR Pro California | 05/26 22:00 | - | Aditya Gupta v Wally Thayne | 6-2,3-6,3-6 | |
| UTR Pro California | 05/25 17:00 | - | Aditya Gupta v Krish Arora | 6-4,7-5 | |
| UTR Pro California | 05/24 21:10 | - | Arda Azkara v Aditya Gupta | 7-5,7-6 | |
| UTR Pro California | 05/24 00:30 | - | Pietroiu/Zduniak v Aditya Gupta | 3-6,7-6,4-6 | |
| ITF M25 Malibu | 01/05 22:00 | 25 | Aditya Gupta v Rudy Quan | 4-6,6-4,8-10 | |
| UTR Pro Tennis Series California | 05/28 17:00 | - | Sema Pankin v Aditya Gupta | 6-3,6-5 | |
| UTR Pro Tennis Series California | 05/27 18:30 | - | Bjorn Swenson v Aditya Gupta | 6-7,3-6 | |
| UTR Pro Tennis Series California | 05/25 18:50 | - | Aditya Gupta v Chase Thompson | 6-3,5-4 | |
| UTR Pro Tennis Series California | 05/24 20:00 | - | Aditya Gupta v Arthur Bellegy | 3-6,6-3,4-6 | |
| UTR Pro Tennis Series California | 05/22 23:00 | - | Aditya Gupta v Tim Dzhurinskiy | 6-2,7-6 | |
| UTR Pro Tennis Series California | 12/31 23:30 | - | Aditya Gupta v Isaiah Strode | 6-7,0-0 |