| UTR Pro Tennis Series Brasov | 2021/10/25 08:30 | Simon A Ivanov v Samuil Konov | 6-4,6-2 |
| ITF M15 Sozopol | 2021/10/13 10:00 | Simon A Ivanov v Petr Nesterov | 3-6,2-6 |
| ITF M15 Sozopol | 2021/10/07 07:00 | Tim Handel v Simon A Ivanov | 7-5,6-2 |
| ITF M15 Sozopol | 2021/10/06 07:00 | Simon A Ivanov v Nikola Keremedchiev | 6-1,1-6,6-3 |
| ATP Sofia | 2021/09/26 11:05 | Pedro Martinez v Simon A Ivanov | 7-5,6-1 |
| ATP Nur-Sultan | 2021/09/19 06:00 | Simon A Ivanov v Dmitry Popko | 2-6,3-6 |
| ITF M15 Sozopol | 2021/09/16 08:00 | Simon A Ivanov v George Tsivadze | 7-6,6-0 |
| ITF M15 Sozopol | 2021/09/15 09:30 | Simon A Ivanov v Dragomir Draganov | 6-2,6-4 |
| UTR Pro Tennis Series Brasov | 2021/10/25 08:30 | Ilya Snitari v Artem Podorozhnyi | 6-2,6-1 |
| ITF M15 Sozopol | 2021/10/13 16:20 | Nicholas David Ionel v Ilya Snitari | 7-6,6-3 |
| ITF M15 Sozopol | 2021/10/11 09:00 | Ilya Snitari v David Tomic | 6-0,6-1 |
| ITF M15 Sozopol | 2021/10/10 12:00 | Ilya Snitari v Marcel Politowicz | 6-1,6-1 |
| ITF M15 Sozopol | 2021/10/08 07:00 | Kai Wehnelt v Ilya Snitari | 7-6,6-3 |
| ITF M15 Sozopol | 2021/10/07 09:30 | Ilya Snitari v Ben Patael | 6-3,6-2 |
| ITF M15 Sozopol | 2021/10/06 10:50 | Ilya Snitari v Berk Ilkel | 3-6,6-4,6-0 |
| ITF M15 Vyshkovo | 2021/09/23 10:00 | Ilya Snitari v Oleg Prihodko | 7-5,3-6,1-6 |