Stadium: Court 2 Round: 27 Ground: Clay
| ITF M15 Vyshkovo | 2021/09/21 07:00 | Yan Bondarevskiy v Tommaso Compagnucci | 2-6,7-6,5-7 |
| ITF M15 Sozopol | 2021/09/17 06:55 | Martin Krumich v Tommaso Compagnucci | 6-2,6-4 |
| ITF M15 Sozopol | 2021/09/16 10:05 | Tommaso Compagnucci v Petr Nesterov | 6-2,6-0 |
| ITF M15 Sozopol | 2021/09/15 10:00 | Tommaso Compagnucci v Mehdi Sadaoui | 6-3,6-1 |
| ITF M15 Sozopol | 2021/09/14 07:00 | Tommaso Compagnucci v Caspar Schuetze | 6-1,6-2 |
| ITF M15 Sozopol | 2021/09/13 10:30 | Tommaso Compagnucci v Ivan Penev | 6-2,6-3 |
| ITF M15 Chornomorsk | 2021/09/02 09:55 | Tommaso Compagnucci v Oleg Prihodko | 0-6,6-7 |
| ITF M15 Chornomorsk | 2021/09/01 10:10 | Grigoriy Lomakin v Tommaso Compagnucci | 6-7,6-4,2-6 |
| ITF M15 Vyshkovo | 2021/09/23 11:30 | Aleksandr Braynin v Nathan Seateun | 7-6,7-6 |
| ITF M15 Vyshkovo | 2021/09/23 07:00 | Dragos Constantin Ignat v Aleksandr Braynin | 2-6,3-6 |
| Challenger Kyiv | 2021/09/06 08:00 | Alex Rybakov v Aleksandr Braynin | 6-3,6-4 |
| Challenger Kyiv | 2021/09/05 08:00 | Aleksandr Braynin v Alexandar Lazarov | 7-6,6-4 |
| ITF M15 Chornomorsk | 2021/09/02 09:50 | Aleksandr Braynin v Ilya Snitari | 6-2,1-6,2-6 |
| ITF M15 Chornomorsk | 2021/09/01 07:00 | Vladyslav Manafov v Aleksandr Braynin | 6-7,6-7 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/18 06:00 | Aleksandr Braynin v Yanais Laurent | 6-3,5-0 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/17 07:30 | Aleksandr Braynin v Dian Nedev | 6-3,6-2 |