Stadium: Court 5 Round: 26 Ground: Clay
| UTR Pro Tennis Series Pazardzhik | 2021/04/02 08:30 | Dinko Dinev v Simon A Ivanov | 6-2,5-0 |
| UTR Pro Tennis Series Pazardzhik | 2021/03/29 08:00 | Simon A Ivanov v Dragos Dima | 2-6,4-5 |
| ITF M15 Antalya | 2021/02/14 12:00 | Simon A Ivanov v Damien Wenger | 6-2,2-6,6-10 |
| ITF M15 Antalya | 2021/02/02 07:00 | Mathys Erhard v Simon A Ivanov | 7-6,6-2 |
| ITF M15 Antalya | 2021/01/31 06:30 | Onder Balci v Simon A Ivanov | 1-6,2-6 |
| ITF M15 Antalya | 2021/01/28 08:00 | Leopold Zima v Simon A Ivanov | 6-4,7-5 |
| ITF M15 Curtea de Arges | 2020/09/15 12:05 | Duje Ajdukovic v Simon A Ivanov | 6-2,6-1 |
| ITF M15 Sharm El Sheikh | 2020/03/04 13:55 | Simon A Ivanov v Kelsey Stevenson | 4-6,4-6 |
| ITF M15 Sharm El Sheikh | 2021/03/29 10:00 | Zura Tkemaladze v Volodymyr Uzhylovskyi | 7-6,4-6,5-10 |
| ITF M15 Sharm El Sheikh | 2021/03/28 13:00 | Emiliano Troche v Zura Tkemaladze | 0-6,1-6 |
| ITF M15 Sharm El Sheikh | 2021/03/22 07:30 | Zura Tkemaladze v Neil Oberleitner | 4-6,6-2,5-10 |
| ITF M15 Sharm El Sheikh | 2021/03/21 07:00 | Zura Tkemaladze v Preston Connor | 6-1,6-0 |
| ITF M15 Sharm El Sheikh | 2021/03/15 10:00 | Petr Michnev v Zura Tkemaladze | 6-4,6-4 |
| ITF M15 Sharm El Sheikh | 2021/03/14 13:00 | Zura Tkemaladze v Ren Nakamura | 6-3,6-3 |
| Davis Cup | 2020/03/07 08:10 | Zura Tkemaladze v Kristjan Tamm | 3-6,6-2,5-7 |
| ITF M25 Antalya | 2020/02/24 07:00 | Duje Ajdukovic v Zura Tkemaladze | 7-5,6-4 |