Stadium: Cancha 3 Round: 14 Ground: Clay
| ITF - M25 Kursumlijska Banja | 2023/06/07 09:00 | Evgeny Karlovskiy v Pedro Boscardin Dias | 6-4,3-6,6-4 |
| ITF - M25 Kiseljak | 2023/06/04 12:00 | Pedro Boscardin Dias v Duje Ajdukovic | 2-6,5-7 |
| ITF - M25 Kiseljak | 2023/06/03 16:30 | Pedro Boscardin Dias v Dmitry Popko | 6-3,5-7,7-6 |
| ITF - M25 Kiseljak | 2023/06/02 10:45 | Pedro Boscardin Dias v Gonzalo Villanueva | 6-1,6-4 |
| ITF - M25 Kiseljak | 2023/06/01 10:55 | Pedro Boscardin Dias v Igor Gimenez | 7-5,6-4 |
| ITF - M25 Kiseljak | 2023/05/31 07:00 | Kacper Zuk v Pedro Boscardin Dias | 2-6,6-7 |
| Challenger Skopje | 2023/05/22 09:00 | Wilson Leite v Pedro Boscardin Dias | 7-6,6-4 |
| Challenger Skopje | 2023/05/21 09:50 | Yanaki Milev v Pedro Boscardin Dias | 2-6,6-7 |
| ITF - M15 Monastir | 2023/06/01 11:00 | Florig, Philip v Cozbinov, Alexander | 0-6,3-6 |
| ITF - M15 Monastir | 2023/05/30 14:20 | Yunis, Facundo v Florig, Philip | 2-6,6-3,3-6 |
| ITF M15 Warmbad-Villach | 2023/05/25 12:00 | Florig, Philip v Tommaso Compagnucci | 5-7,1-6 |
| ITF M15 Warmbad-Villach | 2023/05/25 07:25 | Sebastian Fanselow v Florig, Philip | 6-2,3-6,6-7 |
| ITF M15 Warmbad-Villach | 2023/05/23 09:45 | Veldheer, Mick v Florig, Philip | 3-6,6-7 |
| ITF M15 Warmbad-Villach | 2023/05/22 08:00 | Florig, Philip v Aljaz Jeran | 6-2,6-0 |
| ITF M15 Warmbad-Villach | 2023/05/21 08:00 | Florig, Philip v Maurus Malgiaritta | 6-3,6-4 |
| ITF - M15 Alaminos-Larnaca | 2023/05/10 09:35 | Florig, Philip v Liam Gavrielides | 2-6,3-6 |