Stadium: Court 2 Round: 26 Ground: Clay
| Challenger Zadar | 2023/03/21 13:55 | Julian Ocleppo v Matteo Gigante | 3-6,6-2,4-6 |
| Challenger Lugano | 2023/03/06 18:20 | Otto Virtanen v Matteo Gigante | 6-7,6-3,6-2 |
| Challenger Rovereto | 2023/02/20 16:55 | Matteo Gigante v Marcello Serafini | 4-6,6-2,4-6 |
| Challenger Tenerife | 2023/02/12 12:00 | Matteo Gigante v Stefano Travaglia | 6-3,6-2 |
| Challenger Tenerife | 2023/02/11 15:40 | Matteo Gigante v Riccardo Bonadio | 5-7,7-6,6-3 |
| Challenger Tenerife | 2023/02/10 15:55 | Matteo Gigante v Pablo Llamas Ruiz | 6-2,6-4 |
| Challenger Tenerife | 2023/02/08 15:15 | Francesco Passaro v Matteo Gigante | 7-5,2-6,2-6 |
| Challenger Tenerife | 2023/02/07 12:40 | Matteo Gigante v Daniel Rincon | 6-4,6-2 |
| Challenger Zadar | 2023/03/21 15:40 | Hamad Medjedovic v Vit Kopriva | 6-4,6-2 |
| Challenger Szekesfehervar | 2023/03/19 10:00 | Nino Serdarusic v Hamad Medjedovic | 4-6,3-6 |
| Challenger Szekesfehervar | 2023/03/18 13:20 | Hamad Medjedovic v Evan Furness | 6-1,6-2 |
| Challenger Szekesfehervar | 2023/03/17 12:30 | Hamad Medjedovic v Zsombor Piros | 7-5,5-7,6-4 |
| Challenger Szekesfehervar | 2023/03/16 10:35 | Hamad Medjedovic v Nicholas David Ionel | 6-4,2-6,7-6 |
| Challenger Szekesfehervar | 2023/03/14 09:00 | Hamad Medjedovic v Ivan Gakhov | 6-7,6-4,6-4 |
| Challenger Pune | 2023/03/01 08:10 | Hamad Medjedovic v Chun Hsin Tseng | 4-6,4-6 |
| Challenger Pune | 2023/02/28 06:25 | Hamad Medjedovic v Hiroki Moriya | 6-3,6-4 |