| UTR Pro Tennis Series Brasov | 2021/10/28 11:30 | Vasile Antonescu v Vladimir Popov | 4-4 |
| UTR Pro Tennis Series Brasov | 2021/10/27 07:00 | Vasile Antonescu v Roman Boychuk | 6-4,5-0 |
| UTR Pro Tennis Series Brasov | 2021/10/26 08:30 | Vasile Antonescu v Ioan Alexandru Chirita | 1-6,3-6 |
| UTR Pro Tennis Series Brasov | 2021/10/25 10:00 | Vasile Antonescu v Edris Fetisleam | 3-6,1-5 |
| ITF M25 Bacau | 2021/08/18 12:00 | Vasile Antonescu v Tiago Cacao | 2-6,4-6 |
| ITF M25 Bacau | 2021/08/17 07:00 | Vasile Antonescu v Alessandro Bellifemine | 7-6,6-3 |
| ITF M15 Curtea de Arges | 2021/08/08 10:00 | Radu Mihai Papoe v Vasile Antonescu | 6-0,6-4 |
| UTR Pro Tennis Series Mulheim | 2021/07/31 08:30 | Vasile Antonescu v Alexander Hoogmartens | 5-7,7-6,6-1 |
| UTR Pro Tennis Series Brasov | 2021/10/27 11:30 | Simon A Ivanov v Bogdan Borza | 4-6,2-5 |
| UTR Pro Tennis Series Brasov | 2021/10/26 07:00 | Simon A Ivanov v Ilya Snitari | 5-7,3-6 |
| 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 |