Stadium: Court 2 Round: 27 Ground: Clay
| ITF M15 Telavi | 2021/08/04 08:45 | Evgeny Philippov v Gabriel Donev | 2-6,3-6 |
| ITF M15 Telavi | 2021/08/03 09:45 | Martin Borisiouk v Gabriel Donev | 3-6,2-6 |
| ITF M15 Novi Sad | 2021/07/30 08:00 | Gabriel Donev v Juan Pablo Paz | 4-6,5-7 |
| ITF M15 Novi Sad | 2021/07/29 09:25 | Gabriel Donev v Gorazd Srbljak | 6-2,6-4 |
| ITF M15 Novi Sad | 2021/07/28 11:10 | Ivan Nedelko v Gabriel Donev | 4-6,1-6 |
| ITF M15 Novi Sad | 2021/07/26 09:00 | Gabriel Donev v Dusan Rajic | 6-2,6-2 |
| ITF M15 Novi Sad | 2021/07/25 12:00 | Gabriel Donev v Besir Durguti | 6-1,6-1 |
| ITF M15 Sofia | 2021/07/09 08:30 | Gabriel Donev v Alexander Weis | 6-4,3-6,6-7 |
| ITF M15 Telavi | 2021/08/04 08:40 | Marco Miceli v Yan Bondarevskiy | 0-6,6-2,2-6 |
| ITF M15 Telavi | 2021/08/03 09:45 | Oleksandr Bielinskyi v Yan Bondarevskiy | 6-7,3-6 |
| ITF M25 Telavi | 2021/07/31 10:30 | Vladyslav Orlov v Yan Bondarevskiy | 3-6,6-2,6-4 |
| ITF M25 Telavi | 2021/07/31 06:00 | Evgeny Philippov v Yan Bondarevskiy | 3-6,6-3,2-6 |
| ITF M25 Telavi | 2021/07/27 10:25 | Grigoriy Lomakin v Yan Bondarevskiy | 4-6,6-7 |
| ITF M25 Gandia | 2021/07/21 11:00 | Alvaro Lopez San Martin v Yan Bondarevskiy | 6-3,6-2 |
| Challenger Nur-Sultan | 2021/07/13 07:15 | Yunseong Chung v Yan Bondarevskiy | 6-3,6-4 |
| Challenger Nur-Sultan | 2021/07/12 06:30 | Yan Bondarevskiy v Benjamin Lock | 2-6,7-6,6-2 |