Stadium: Center Round: 25 Ground: Clay
| Challenger Trieste | 2022/07/23 14:30 | Francesco Passaro v Francesco Maestrelli | 6-1,6-2 |
| Challenger Napoli | 2021/10/03 08:00 | Francesco Maestrelli v Francesco Passaro | 4-6,6-2,6-2 |
| Challenger Helsinki | 2023/11/07 13:10 | Francesco Maestrelli v Mark Lajal | 1-6,3-6 |
| Challenger Helsinki | 2023/11/06 14:25 | Francesco Maestrelli v Ivan Liutarevich | 6-4,6-3 |
| Challenger Helsinki | 2023/11/05 10:20 | Francesco Maestrelli v Petr Nouza | 7-6,6-4 |
| Challenger Bergamo | 2023/10/31 19:00 | Jack Draper v Francesco Maestrelli | 6-4,6-4 |
| Challenger Ortisei | 2023/10/23 16:45 | Francesco Maestrelli v Antoine Bellier | 6-4,6-7,1-6 |
| Challenger Olbia | 2023/10/17 09:00 | Francesco Maestrelli v Marius Copil | 3-6,4-6 |
| Challenger Alicante | 2023/10/02 13:00 | Francesco Maestrelli v Martin Landaluce | 4-6,6-4,4-6 |
| Challenger Braga | 2023/09/25 14:35 | Franco Agamenone v Francesco Maestrelli | 6-4,7-5 |
| Challenger Danderyd | 2023/11/14 12:10 | Radu Albot v Francesco Passaro | 4-6,6-3,6-4 |
| ATP Sofia | 2023/11/05 17:40 | Marc-Andrea Huesler v Francesco Passaro | 6-4,7-5 |
| ATP Sofia | 2023/11/04 16:45 | Ergi Kirkin v Francesco Passaro | 7-5,3-6,1-6 |
| Challenger Bergamo | 2023/11/01 19:10 | David Goffin v Francesco Passaro | 6-3,7-5 |
| Challenger Bergamo | 2023/10/31 09:00 | Francesco Passaro v Nicolas Moreno De Alboran | 7-6,6-3 |
| Challenger Braga | 2023/09/26 09:00 | Francesco Passaro v Mate Valkusz | 3-6,4-6 |
| Challenger Bad Waltersdorf | 2023/09/20 10:10 | Francesco Passaro v Andrea Pellegrino | 6-2,2-6,2-6 |
| Challenger Bad Waltersdorf | 2023/09/19 08:00 | Maks Kasnikowski v Francesco Passaro | 6-0,5-7,1-6 |