Stadium: Court 4 Round: 25 Ground: Clay
| ITF M15 Addis Ababa | 2023/05/17 09:35 | Karan Singh v Guy Orly Iradukunda | 6-7,3-6 |
| ITF M15 Chennai | 2023/04/06 07:40 | Niki Kaliyanda Poonacha v Karan Singh | 6-3,6-4 |
| ITF M25 Mysuru | 2023/03/31 04:30 | George Loffhagen v Karan Singh | 7-6,6-3 |
| ITF M25 Mysuru | 2023/03/30 06:05 | Karan Singh v Sidharth Rawat | 7-6,3-6,6-4 |
| ITF M25 Mysuru | 2023/03/28 05:20 | Grigoriy Lomakin v Karan Singh | 3-6,6-3,6-7 |
| ITF M25 Lucknow | 2023/03/24 04:30 | Karan Singh v Evgeny Donskoy | 5-7,2-6 |
| ITF M25 Lucknow | 2023/03/23 04:30 | Karan Singh v Palaphoom Kovapitukted | 4-6,6-4,6-2 |
| ITF M25 Lucknow | 2023/03/22 04:00 | Shuichi Sekiguchi v Karan Singh | 3-6,4-6 |
| ITF M15 Addis Ababa | 2023/05/18 07:00 | Benjamin Lock v Jonathan Baron | 6-1,6-1 |
| ITF M15 Addis Ababa | 2023/05/17 06:00 | Jonathan Baron v Yash Chaurasia | 6-2,6-2 |
| ITF M15 Alaminos-Larnaca | 2023/05/08 07:00 | Jonathan Baron v Vadym Konovchuk | 3-6,7-5,9-11 |
| ITF M15 Alaminos-Larnaca | 2023/05/02 08:20 | Jonathan Baron v Andrea Fiorentini | 3-6,1-6 |
| ITF M15 Alaminos-Larnaca | 2023/05/01 08:30 | Jonathan Baron v Markus Wunder | 6-3,2-6,10-7 |
| ITF M15 Heraklion | 2023/03/21 07:00 | Ioannis Xilas v Jonathan Baron | 6-0,6-0 |
| ITF M15 Heraklion | 2023/03/20 08:00 | James Beaven v Jonathan Baron | 6-4,3-6,3-10 |
| ITF M15 Heraklion | 2023/03/15 09:50 | Markos Kalovelonis v Jonathan Baron | 6-4,5-7,6-2 |