Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| Challenger Sibiu | 2021/09/30 10:40 | Stefano Travaglia v Yan Bondarevskiy | 6-3,6-2 |
| Challenger Sibiu | 2021/09/28 10:45 | Yan Bondarevskiy v Vlad Andrei Dancu | 6-2,6-3 |
| Challenger Sibiu | 2021/09/27 07:00 | Oleg Prihodko v Yan Bondarevskiy | 6-7,4-6 |
| Challenger Sibiu | 2021/09/26 07:30 | Yan Bondarevskiy v David Poljak | 7-5,3-6,6-3 |
| ITF M15 Vyškovo | 2021/09/21 07:00 | Yan Bondarevskiy v Tommaso Compagnucci | 2-6,7-6,5-7 |
| ITF M15 Zlatibor | 2021/09/18 11:30 | Fabian Marozsan v Yan Bondarevskiy | 6-4,6-3 |
| ITF M15 Zlatibor | 2021/09/17 10:55 | Yan Bondarevskiy v Zsombor Velcz | 6-4,6-1 |
| ITF M15 Zlatibor | 2021/09/16 09:30 | Yan Bondarevskiy v Luigi Sorrentino | 6-2,6-2 |
| ITF M15 Sozopol | 2021/10/05 06:30 | George Lazarov v Nikola Keremedchiev | 6-2,6-7,3-10 |
| ITF M15 Sozopol | 2021/10/04 08:00 | George Lazarov v Dan Radu Munteanu | 6-0,6-2 |
| ITF M15 Sozopol | 2021/09/16 07:00 | Petru-Alexandru Luncanu v George Lazarov | 6-1,1-6,7-6 |
| ITF M15 Sozopol | 2021/09/15 08:30 | George Lazarov v Gabriel Donev | 6-1,6-3 |
| ITF M15 Sozopol | 2021/09/14 07:00 | George Lazarov v Mikhail Minakov | 7-5,4-6,10-4 |
| ITF M15 Sozopol | 2021/09/13 08:00 | Luigi Castelletti v George Lazarov | 3-6,4-6 |
| UTR Pro Tennis Series - Sofia | 2021/09/04 07:30 | Alexander Lazov v George Lazarov | 3-5 |
| UTR Pro Tennis Series - Sofia | 2021/09/03 07:00 | George Lazarov v Christos Keisidis | 6-4,6-4 |