Stadium: Court 3 Round: 26 Ground: Clay
| Challenger Trieste MD | 2023/07/22 10:00 | Romios/Taylor v Bortolotti/Pellegrino | 4-6,7-5,10-6 |
| Challenger Trieste MD | 2023/07/20 16:00 | Piraino/Serafini v Bortolotti/Pellegrino | 6-7,2-6 |
| Challenger Trieste MD | 2023/07/18 14:35 | Mackinlay/Pozzi v Bortolotti/Pellegrino | 3-6,5-7 |
| Challenger San Benedetto MD | 2023/07/14 15:00 | Hidalgo/Rodriguez v Bortolotti/Pellegrino | 7-6,7-5 |
| Challenger San Benedetto MD | 2023/07/13 19:05 | Bortolotti/Pellegrino v Juarez/Villanueva | 6-4,3-6,10-8 |
| Challenger San Benedetto MD | 2023/07/12 17:30 | Bortolotti/Pellegrino v Balzerani/Meduri | 6-2,6-4 |
| Challenger Lisbon MD | 2021/09/30 11:00 | Fallert/Heller v Bortolotti/Pellegrino | 6-1,6-2 |
| Challenger Lisbon MD | 2021/09/28 14:20 | Bobrov/Uchida v Bortolotti/Pellegrino | 6-7,4-6 |