Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2023/01/17 08:30 | Bekkhan Atlangeriev v Simon A Ivanov | 7-6,6-0 |
| ITF M15 Monastir | 2023/01/10 08:30 | Lilian Marmousez v Simon A Ivanov | 6-0,6-3 |
| ITF M25 Heraklion | 2022/11/25 09:40 | Oleksandr Ovcharenko v Simon A Ivanov | 6-1,6-2 |
| ITF M15 Sozopol | 2022/10/19 08:05 | Valentin Vanta v Simon A Ivanov | 6-3,6-2 |
| ITF M15 Sozopol | 2022/10/11 10:45 | Simon A Ivanov v Martyn Pawelski | 3-6,1-6 |
| ITF M15 Sozopol | 2022/10/05 07:00 | Nicolae Frunza v Simon A Ivanov | 1-6,6-1,6-2 |
| Challenger Banja Luka | 2022/08/21 11:30 | Simon A Ivanov v Thiago Seyboth Wild | 4-6,0-6 |
| ITF M15 Curtea de Arges | 2022/08/13 08:55 | Valerio Aboian v Simon A Ivanov | 6-2,6-3 |
| ITF M15 Sharm El Sheikh | 2022/12/07 13:35 | Ilia Simakin v Kris Van Wyk | 5-7,5-7 |
| ITF M15 Sharm El Sheikh | 2022/12/02 08:00 | Lukas Krainer v Ilia Simakin | 7-6,6-3 |
| ITF M15 Sharm El Sheikh | 2022/12/01 08:00 | Ilia Simakin v Saba Purtseladze | 6-4,6-4 |
| ITF M15 Sharm El Sheikh | 2022/11/30 11:10 | Nicolo Pozzani v Ilia Simakin | 1-6,6-7 |
| ITF M15 Sharm El Sheikh | 2022/11/04 08:00 | John Echeverria v Ilia Simakin | 6-3,7-6 |
| ITF M15 Sharm El Sheikh | 2022/11/03 10:20 | Ruslan Tiukaev v Ilia Simakin | 6-3,2-6,1-6 |
| ITF M15 Sharm El Sheikh | 2022/11/02 13:10 | Ilia Simakin v Zura Tkemaladze | 7-6,6-2 |
| ITF M15 Sharm El Sheikh | 2022/11/01 08:00 | Ilia Simakin v Nikita Ianin | 6-4,6-4 |