Stadium: Court 3 Round: 25 Ground: Clay
| Challenger Verona | 2023/07/23 12:35 | Mathias Bourgue v Simon A Ivanov | 6-3,6-3 |
| ITF M15 Sofia | 2023/07/05 08:50 | Antonio Massara v Simon A Ivanov | 6-7,6-2,3-6 |
| ITF M15 Constanta | 2023/06/01 08:00 | Simon A Ivanov v Ignacio Carou | 6-4,6-2 |
| ITF M15 Constanta | 2023/05/30 11:00 | Simon A Ivanov v Kai Lemstra | 6-2,6-2 |
| ITF M15 Pazardzhik | 2023/05/26 07:00 | Simon A Ivanov v Corentin Denolly | 3-6,7-6,2-6 |
| ITF M15 Pazardzhik | 2023/05/25 08:30 | Simon A Ivanov v Luigi Sorrentino | 6-1,6-3 |
| ITF M15 Pazardzhik | 2023/05/24 09:30 | Simon A Ivanov v Gabriele Maria Noce | 6-4,3-6,7-6 |
| ITF M15 Pazardzhik | 2023/05/21 07:00 | Simon A Ivanov v Simone Roncalli | 3-6,6-3,4-6 |
| ITF M25 Uriage | 2023/07/13 09:30 | Nikolay Vylegzhanin v Mathys Erhard | 3-6,5-7 |
| ITF M25 Uriage | 2023/07/11 08:00 | Mikalai Haliak v Nikolay Vylegzhanin | 3-6,2-6 |
| ITF M25 Ajaccio | 2023/07/06 07:55 | Arthur Bouquier v Nikolay Vylegzhanin | 6-3,7-6 |
| ITF M25 Ajaccio | 2023/07/04 08:40 | Nikolay Vylegzhanin v Luca Giacomini | 6-4,6-3 |
| ITF M25 Bourg-en-Bresse | 2023/06/27 11:40 | Nathan Seateun v Nikolay Vylegzhanin | 6-4,6-4 |
| ITF M25 Montauban | 2023/06/20 11:00 | Paul Inchauspe v Nikolay Vylegzhanin | 6-4,6-4 |
| ITF M25 Grasse | 2023/06/13 09:00 | Mikalai Haliak v Nikolay Vylegzhanin | 4-6,7-5,6-2 |
| ITF M25 Angers | 2023/04/17 07:55 | Nikolay Vylegzhanin v Arthur Bonnaud | 7-5,6-2 |