Stadium: Court 1 Round: 25 Ground: Clay
| 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 M15 Sofia | 2023/07/03 11:30 | Mihail Ivanov v Julien Evrard | 3-6,5-7 |
| ITF M15 Sofia | 2023/07/03 06:30 | Mihail Ivanov v S Mert Ozdemir | 6-2,6-7,12-10 |
| ITF M15 Kursumlijska Banja | 2023/06/18 11:00 | Marko Stakusic v Mihail Ivanov | 6-1,6-0 |
| ITF M15 Kursumlijska Banja | 2023/06/12 18:15 | Marko Maksimovic v Mihail Ivanov | 6-3,6-0 |
| ITF M25 Kursumlijska Banja | 2023/06/06 08:20 | Lucio Ratti v Mihail Ivanov | 6-1,6-0 |
| ITF M25 Osijek | 2023/08/11 10:40 | Luka Mikrut v Dusan Obradovic | 7-6,6-3 |
| ITF M25 Osijek | 2023/08/10 13:10 | Dusan Obradovic v Luca Giacomini | 6-2,7-6 |
| ITF M25 Osijek | 2023/08/08 11:15 | Dusan Obradovic v Josip Simundza | 6-3,6-4 |
| ITF M15 Novi Sad | 2023/08/05 08:00 | Matej Dodig v Dusan Obradovic | 7-6,6-3 |
| ITF M15 Novi Sad | 2023/08/04 08:00 | Dusan Obradovic v Duje Kekez | 6-2,6-3 |
| ITF M15 Novi Sad | 2023/08/03 09:25 | Viktor Jovic v Dusan Obradovic | 0-6,6-3,2-6 |
| ITF M15 Novi Sad | 2023/08/02 12:10 | Vuk Radjenovic v Dusan Obradovic | 4-6,4-6 |
| ITF M15 Novi Sad | 2023/07/26 10:00 | Valerio Aboian v Dusan Obradovic | 6-3,6-2 |