Stadium: TC Giussano Indoors 5 Round: 14 Ground: Clay
| Challenger Banja Luka | 2023/08/08 08:30 | Kyrian Jacquet v Mariano Navone | 6-3,3-6,3-6 |
| Challenger San Marino | 2023/08/02 16:00 | Nerman Fatic v Kyrian Jacquet | 7-5,6-4 |
| Challenger San Marino | 2023/08/01 10:40 | Kyrian Jacquet v Flavio Cobolli | 6-3,4-6,6-1 |
| Challenger San Marino | 2023/07/31 09:00 | Kyrian Jacquet v Gianmarco Ferrari | 6-4,6-4 |
| Challenger San Marino | 2023/07/30 08:00 | Kyrian Jacquet v Lorenzo Bocchi | 6-3,6-3 |
| Challenger Zug | 2023/07/24 09:00 | Dylan Dietrich v Kyrian Jacquet | 6-2,5-7,6-4 |
| Challenger Zug | 2023/07/23 10:30 | Andrin Casanova v Kyrian Jacquet | 3-6,1-6 |
| Challenger Trieste | 2023/07/21 12:10 | Kyrian Jacquet v Hugo Gaston | 6-4,4-6,4-6 |
| Challenger Todi | 2023/08/14 12:05 | Samuel Vincent Ruggeri v Julian Ocleppo | 1-6,2-6 |
| Challenger Todi | 2023/08/13 13:15 | Samuel Vincent Ruggeri v Sebastian Dominko | 6-3,6-1 |
| Challenger Cordenons | 2023/08/07 09:00 | Samuel Vincent Ruggeri v Andrea Arnaboldi | 3-6,4-6 |
| Challenger Verona | 2023/07/27 14:40 | Samuel Vincent Ruggeri v Francisco Comesana | 2-6,4-6 |
| Challenger Verona | 2023/07/26 08:00 | Carlos Taberner v Samuel Vincent Ruggeri | 6-1,1-6,4-6 |
| Challenger Verona | 2023/07/24 08:00 | Max Houkes v Samuel Vincent Ruggeri | 6-2,4-6,3-6 |
| ITF M25 Padova | 2023/07/16 09:00 | Samuel Vincent Ruggeri v Clement Tabur | 6-1,6-7,3-6 |
| ITF M25 Padova | 2023/07/15 14:30 | Samuel Vincent Ruggeri v Gabriele Pennaforti | 6-2,6-3 |