Ground: Hardcourt outdoor
| Challenger Chisinau | 2025/05/29 09:50 | Ilia Simakin v Philip Henning | 6-4,6-1 |
| Challenger Chisinau | 2025/05/28 07:00 | Philip Henning v Daniil Glinka | 2-6,7-6,7-5 |
| Challenger Tbilisi | 2025/05/19 11:10 | Johannus Monday v Philip Henning | 6-4,3-6,7-5 |
| ITF M25 Tbilisi | 2025/05/14 07:00 | Philip Henning v Petr Bar Biryukov | 3-6,4-6 |
| ITF M25 Tbilisi | 2025/05/12 10:17 | Sergey Fomin v Philip Henning | 3-6,0-6 |
| ITF M25 Nottingham | 2025/05/07 09:00 | Philip Henning v Luke Hooper | 6-7,4-6 |
| ITF M25 Nottingham | 2025/05/02 09:00 | Justin Boulais v Philip Henning | 7-5,5-7,7-6 |
| ITF M25 Nottingham | 2025/05/01 09:00 | Harry Wendelken v Philip Henning | 3-6,2-5 |
| ITF M25 Bengaluru | 2025/04/01 06:00 | Digvijay Pratap Singh v Sidharth Rawat | 4-6,3-2 |
| ITF M15 Davangere | 2023/10/26 04:00 | Digvijay Pratap Singh v Manish Sureshkumar | 6-7,6-7 |
| ITF M15 Davangere | 2023/10/25 04:55 | Digvijay Pratap Singh v Rohan Mehra | 4-6,6-3,6-2 |
| ITF M25 Dharwad | 2023/10/22 04:30 | Ramkumar Ramanathan v Digvijay Pratap Singh | 7-6,7-6 |
| ITF M25 Dharwad | 2023/10/21 06:40 | Digvijay Pratap Singh v Bogdan Bobrov | 6-4,6-7,6-4 |
| ITF M25 Dharwad | 2023/10/20 04:30 | Kazuki Nishiwaki v Digvijay Pratap Singh | 4-6,7-6,2-6 |
| ITF M25 Dharwad | 2023/10/19 03:30 | Rishab Agarwal v Digvijay Pratap Singh | 4-6,2-6 |
| ITF M25 Dharwad | 2023/10/17 05:45 | Siddhant Banthia v Digvijay Pratap Singh | 2-6,6-7 |