Stadium: Court 2 Round: 26 Ground: Clay
| ITF - M15 Kursumlijska Banja | 2023/06/14 10:50 | Lautaro Midon v Marko Stakusic | 6-3,6-2 |
| ITF - M25 Kursumlijska Banja | 2023/06/09 08:00 | Luka Pavlovic v Lautaro Midon | 7-6,6-0 |
| ITF - M25 Kursumlijska Banja | 2023/06/08 10:05 | Lautaro Midon v Evgeny Tyurnev | 2-6,7-5,6-4 |
| ITF - M25 Kursumlijska Banja | 2023/06/07 18:00 | Lautaro Midon v Niklas Schell | 6-3,6-4 |
| ITF - M15 Kursumlijska Banja | 2023/06/02 08:50 | Martyn Pawelski v Lautaro Midon | 6-4,1-6,6-1 |
| ITF - M15 Kursumlijska Banja | 2023/06/01 08:50 | Lautaro Midon v Pawel Juszczak | 6-0,6-1 |
| ITF - M15 Kursumlijska Banja | 2023/05/31 07:30 | Lautaro Midon v Lorenzo Carboni | 6-4,6-2 |
| Challenger - Coquimbo | 2023/05/02 15:45 | Nick Hardt v Lautaro Midon | 6-4,6-3 |
| ITF - M15 Kursumlijska Banja | 2023/06/13 15:55 | Iliyan Radulov v Gabriel Donev | 2-6,4-6 |
| ITF - M15 Pazardzhik | 2023/05/25 08:30 | Simone Roncalli v Gabriel Donev | 6-1,6-1 |
| ITF - M15 Pazardzhik | 2023/05/24 10:25 | Kane Bonsach Ganley v Gabriel Donev | 3-6,1-6 |
| ITF - M15 Pazardzhik | 2023/05/20 07:00 | Gabriel Donev v Denis Klok | 6-7,5-7 |
| ITF - M15 Pazardzhik | 2023/05/19 07:50 | Filip Cristian Jianu v Gabriel Donev | 4-6,5-7 |
| ITF - M15 Pazardzhik | 2023/05/18 11:30 | Maxence Broville v Gabriel Donev | 6-2,4-6,4-6 |
| ITF - M15 Alaminos-Larnaca | 2023/04/27 07:00 | Gabriel Donev v Adam Moundir | 6-4,4-6,4-6 |
| ITF - M15 Alaminos-Larnaca | 2023/04/25 07:00 | Stylianos Christodoulou v Gabriel Donev | 3-6,1-6 |