Stadium: Court 3 Round: 25 Ground: Clay
| ITF M25 - Pazardzhik | 2023/10/02 12:25 | Mihail Ivanov v Mykyta Riepkin | 6-4,6-2 |
| ITF M25 - Pazardzhik | 2023/09/27 09:50 | Nicholas David Ionel v Mihail Ivanov | 6-1,6-3 |
| ITF M25 - Pazardzhik | 2023/09/25 10:00 | Mihail Ivanov v Shendrit Deari | 0-6,6-3,10-8 |
| ITF M25 - Pazardzhik | 2023/09/25 07:00 | Mihail Ivanov v Adam Krischke | 6-2,6-0 |
| UTR Pro - Sofia | 2023/09/09 09:30 | Sergo Sikharulidze v Mihail Ivanov | 6-2,4-6,5-3 |
| ITF M15 - Pirot | 2023/09/05 09:30 | Mihail Ivanov v Alen Mujakic | 1-6,6-3,7-10 |
| ITF M15 - Pirot | 2023/09/04 11:30 | Mihail Ivanov v Artem Cherepin | 6-2,6-4 |
| ITF M15 - Kursumlijska Banja | 2023/08/30 14:45 | Mihail Ivanov v Dusan Obradovic | 2-6,3-6 |
| ITF M25 - Pazardzhik | 2023/09/29 08:40 | Nikola Kolyachev v Yanaki Milev | 0-6,0-6 |
| ITF M25 - Pazardzhik | 2023/09/28 11:15 | Stefanos Sakellaridis v Nikola Kolyachev | 4-6,4-6 |
| ITF M25 - Pazardzhik | 2023/09/27 12:35 | Nikola Kolyachev v Maxwell Benson | 6-4,7-6 |
| ITF M25 - Pazardzhik | 2023/09/25 10:00 | Nikola Kolyachev v Martin Dimitrov | 6-4,6-2 |
| ITF M25 - Pazardzhik | 2023/09/25 07:00 | Nikola Kolyachev v Vladimir Kravec | 6-0,6-1 |
| ITF M15 - Pirot | 2023/09/05 07:25 | Alexander Chepik v Nikola Kolyachev | 6-4,2-6,10-8 |
| ITF M15 - Pirot | 2023/09/04 08:30 | Nikola Mitrovic v Nikola Kolyachev | 3-6,0-6 |
| ITF M15 - Targu Jiu | 2023/08/15 10:40 | Radovan Michalik v Nikola Kolyachev | 6-2,4-6,11-9 |