Stadium: Grandstand Round: 28 Ground: Clay
| Challenger Verona MD | 2023/07/27 09:00 | Jecan/Kalovelonis v Matuszewski/Zelenay | 3-6,2-6 |
| Challenger Verona MD | 2023/07/26 10:50 | Pichler/Sachko v Matuszewski/Zelenay | 6-4,3-6,8-10 |
| Challenger Verona MD | 2023/07/27 13:30 | Gaio/Pellegrino v Romboli/Zormann | 6-7,6-1,10-8 |
| Challenger Verona MD | 2023/07/26 13:00 | Gaio/Pellegrino v Romios/Taylor | 3-6,6-2,10-6 |
| Challenger Perugia MD | 2023/06/15 15:00 | Arias/Zeballos v Gaio/Pellegrino | 6-1,4-6,10-8 |
| Challenger Perugia MD | 2023/06/14 17:35 | Gaio/Pellegrino v De Bernardis/Passaro | 7-5,6-2 |
| Challenger Roseto MD | 2022/03/18 13:50 | Gaio/Pellegrino v Agamenone/Guinard | 4-6,6-4,5-10 |
| Challenger Roseto MD | 2022/03/17 14:05 | Gaio/Pellegrino v Cabral/Vega Hernandez | 6-4,4-6,10-8 |
| Challenger Roseto MD | 2022/03/16 13:05 | Haase/Vavassori v Gaio/Pellegrino | 4-6,4-6 |
| Challenger Roseto MD | 2022/03/08 14:20 | Gaio/Pellegrino v Sabanov/Sabanov | 5-7,3-6 |