Stadium: Court 1 Round: 27 Ground: Clay
| Challenger San Benedetto | 2022/07/25 09:00 | Michael Vrbensky v Andrey Chepelev | 6-1,6-3 |
| ITF M25 Telavi | 2023/10/12 06:00 | Michael Vrbensky v Samuel Brosset | 5-3 |
| ITF M25 Telavi | 2023/10/11 06:00 | Michael Vrbensky v Vlad Andrei Dumitru | 7-5,6-0 |
| Challenger Sibiu | 2023/09/19 07:00 | Alexander Weis v Michael Vrbensky | 6-4,4-6,6-2 |
| Challenger Sibiu | 2023/09/18 07:00 | Michael Vrbensky v Gianmarco Ferrari | 6-2,6-0 |
| ITF M25 Maribor | 2023/09/10 08:00 | Juan Bautista Torres v Michael Vrbensky | 6-4,7-5 |
| ITF M25 Maribor | 2023/09/09 08:00 | Michael Vrbensky v Mathys Erhard | 6-2,4-6,6-2 |
| ITF M25 Maribor | 2023/09/08 07:55 | Buvaysar Gadamauri v Michael Vrbensky | 6-0,3-6,2-6 |
| ITF M25 Maribor | 2023/09/07 12:05 | Giuseppe La Vela v Michael Vrbensky | 2-6,6-4,3-6 |
| ITF M25 Telavi | 2023/10/12 09:10 | Zura Tkemaladze v Andrey Chepelev | 3-6,4-6 |
| ITF M25 Telavi | 2023/10/11 06:00 | Aleksandre Shvangiradze v Andrey Chepelev | 0-6,1-6 |
| ITF M25 Pazardzhik | 2023/10/06 11:15 | Nicholas David Ionel v Andrey Chepelev | 6-3,6-2 |
| ITF M25 Pazardzhik | 2023/10/05 07:00 | Andrey Chepelev v Simon A Ivanov | 6-4,6-0 |
| ITF M25 Pazardzhik | 2023/10/03 08:10 | Viktor Kirov v Andrey Chepelev | 4-6,2-6 |
| ITF M25 Pazardzhik | 2023/09/30 09:40 | Andrey Chepelev v Yanaki Milev | 4-6,3-6 |
| ITF M25 Pazardzhik | 2023/09/29 08:45 | Nicholas David Ionel v Andrey Chepelev | 4-6,6-4,5-7 |
| ITF M25 Pazardzhik | 2023/09/28 09:40 | Roman Postolka v Andrey Chepelev | 5-7,6-7 |