Stadium: Court 3 Round: 62 Ground: Clay
| 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 M15 Kursumlijska Banja | 2023/08/27 09:30 | Mihail Ivanov v Egor Khotchenkov | 6-1,6-1 |
| ITF M25 Pazardzhik | 2023/09/24 07:00 | Yavor Tomov v Shendrit Deari | 3-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/09/20 07:00 | Shendrit Deari v Petr Nesterov | 0-6,4-6 |
| ITF M15 Kursumlijska Banja | 2023/09/19 09:10 | Shendrit Deari v Filippo Mondini | 6-2,6-2 |
| ITF M15 Kursumlijska Banja | 2023/09/18 09:30 | Radovan Michalik v Shendrit Deari | 6-4,2-6,10-12 |
| ITF M15 Kursumlijska Banja | 2023/09/10 07:00 | Shendrit Deari v Adrian Arcon | 7-6,4-6,10-4 |
| ITF M15 Pirot | 2023/09/03 11:30 | Shendrit Deari v Nazar Oliynykov | 3-6,6-3,8-10 |
| ITF M15 Kursumlijska Banja | 2023/08/28 12:00 | Shendrit Deari v Maxim Krapivin | 6-1,4-6,5-10 |
| ITF M15 Kursumlijska Banja | 2023/08/27 12:00 | Nikola Mitrovic v Shendrit Deari | 0-6,5-7 |