Stadium: Court 1 Round: 25 Ground: Clay
| Challenger Champaign | 2023/11/16 17:00 | Mitchell Krueger v Alex Rybakov | 7-6,6-1 |
| Challenger Champaign | 2023/11/14 20:00 | Chris Rodesch v Alex Rybakov | 7-5,4-6,4-6 |
| Challenger Champaign | 2023/11/13 17:50 | Murphy Cassone v Alex Rybakov | 4-6,6-7 |
| Challenger Champaign | 2023/11/12 21:10 | Joshua Sheehy v Alex Rybakov | 3-6,4-6 |
| Challenger Knoxville | 2023/11/06 17:35 | Sebastian Fanselow v Alex Rybakov | 6-7,6-4,6-4 |
| Challenger Knoxville | 2023/11/05 19:25 | Alex Rybakov v Nathan Ponwith | 6-4,6-4 |
| Challenger Charlottesville | 2023/10/29 21:35 | Alex Rybakov v Inaki Montes-De La Torre | 2-6,3-6 |
| ITF M15 Ithaca | 2023/10/07 15:00 | Liam Draxl v Alex Rybakov | 6-4,6-3 |
| ITF M25 Monastir | 2023/11/15 12:25 | Nikolay Vylegzhanin v Robert Strombachs | 6-4,3-6,3-6 |
| ITF M25 Monastir | 2023/11/11 09:00 | Clement Tabur v Nikolay Vylegzhanin | 6-1,6-2 |
| ITF M25 Monastir | 2023/11/10 10:30 | Eliakim Coulibaly v Nikolay Vylegzhanin | 5-7,4-6 |
| ITF M25 Monastir | 2023/11/09 11:55 | Patrick Schoen v Nikolay Vylegzhanin | 3-6,5-7 |
| ITF M25 Monastir | 2023/11/08 11:25 | Rayen Hermassi v Nikolay Vylegzhanin | 2-6,1-6 |
| ITF M25 Mulhouse | 2023/11/03 11:50 | Nikolay Vylegzhanin v Lucas Poullain | 1-6,0-6 |
| ITF M25 Mulhouse | 2023/11/02 11:35 | Max Dahlin v Nikolay Vylegzhanin | 4-6,5-7 |
| ITF M25 Mulhouse | 2023/11/01 14:35 | Antoine Hoang v Nikolay Vylegzhanin | 2-6,2-6 |