Stadium: Court 3 Round: 25 Ground: Clay
| 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 M15 Kursumlijska Banja | 2023/08/29 09:30 | Mihail Ivanov v Adrian Arcon | 3-6,6-0,10-3 |
| ITF M15 Kursumlijska Banja | 2023/08/28 09:30 | Mihail Ivanov v Marko Maric | 6-4,6-1 |
| 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 |
| ITF M15 Targu Jiu | 2023/08/13 06:30 | Nikola Kolyachev v Gheorghe Claudiu Schinteie | 6-1,7-6 |
| ITF M15 Curtea de Arges | 2023/08/10 08:00 | Nikola Kolyachev v Luciano Emanuel Ambrogi | 1-6,4-6 |
| ITF M15 Curtea de Arges | 2023/08/09 07:00 | Nikola Kolyachev v Elio Jose Ribeiro Lago | 6-4,6-1 |